A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene
Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: co...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Zhou, Dong [verfasserIn] Nag, Mrinmoy [verfasserIn] Russel, Amber L. [verfasserIn] Read, David [verfasserIn] Rohrs, Henry W. [verfasserIn] Gross, Michael L. [verfasserIn] Gaspar, Peter P. [verfasserIn] |
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2006 |
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| Schlagwörter: |
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| Übergeordnetes Werk: |
Enthalten in: Silicon chemistry - Dordrecht : Springer Science + Business Media B.V., 2002, 3(2006), 3-4 vom: 28. Nov., Seite 117-122 |
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| Übergeordnetes Werk: |
volume:3 ; year:2006 ; number:3-4 ; day:28 ; month:11 ; pages:117-122 |
| Links: |
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| DOI / URN: |
10.1007/s11201-006-9015-6 |
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| Katalog-ID: |
SPR017675219 |
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| 245 | 1 | 2 | |a A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene |
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| 520 | |a Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. | ||
| 650 | 4 | |a tetramethyldisilene |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a disila-olefin Diels Alder reaction |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a dimethylsilylene |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a pyrolysis |7 (dpeaa)DE-He213 | |
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| 650 | 4 | |a chemistry |7 (dpeaa)DE-He213 | |
| 650 | 4 | |a reaction mechanism |7 (dpeaa)DE-He213 | |
| 700 | 1 | |a Nag, Mrinmoy |e verfasserin |4 aut | |
| 700 | 1 | |a Russel, Amber L. |e verfasserin |4 aut | |
| 700 | 1 | |a Read, David |e verfasserin |4 aut | |
| 700 | 1 | |a Rohrs, Henry W. |e verfasserin |4 aut | |
| 700 | 1 | |a Gross, Michael L. |e verfasserin |4 aut | |
| 700 | 1 | |a Gaspar, Peter P. |e verfasserin |4 aut | |
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10.1007/s11201-006-9015-6 doi (DE-627)SPR017675219 (SPR)s11201-006-9015-6-e DE-627 ger DE-627 rakwb eng 540 ASE 35.48 bkl Zhou, Dong verfasserin aut A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene 2006 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 Nag, Mrinmoy verfasserin aut Russel, Amber L. verfasserin aut Read, David verfasserin aut Rohrs, Henry W. verfasserin aut Gross, Michael L. verfasserin aut Gaspar, Peter P. verfasserin aut Enthalten in Silicon chemistry Dordrecht : Springer Science + Business Media B.V., 2002 3(2006), 3-4 vom: 28. Nov., Seite 117-122 (DE-627)340872586 (DE-600)2065666-X 1572-8994 nnns volume:3 year:2006 number:3-4 day:28 month:11 pages:117-122 https://dx.doi.org/10.1007/s11201-006-9015-6 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_24 GBV_ILN_40 GBV_ILN_63 GBV_ILN_70 GBV_ILN_100 GBV_ILN_101 GBV_ILN_702 GBV_ILN_2048 GBV_ILN_2190 GBV_ILN_2522 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4333 GBV_ILN_4338 35.48 ASE AR 3 2006 3-4 28 11 117-122 |
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10.1007/s11201-006-9015-6 doi (DE-627)SPR017675219 (SPR)s11201-006-9015-6-e DE-627 ger DE-627 rakwb eng 540 ASE 35.48 bkl Zhou, Dong verfasserin aut A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene 2006 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 Nag, Mrinmoy verfasserin aut Russel, Amber L. verfasserin aut Read, David verfasserin aut Rohrs, Henry W. verfasserin aut Gross, Michael L. verfasserin aut Gaspar, Peter P. verfasserin aut Enthalten in Silicon chemistry Dordrecht : Springer Science + Business Media B.V., 2002 3(2006), 3-4 vom: 28. Nov., Seite 117-122 (DE-627)340872586 (DE-600)2065666-X 1572-8994 nnns volume:3 year:2006 number:3-4 day:28 month:11 pages:117-122 https://dx.doi.org/10.1007/s11201-006-9015-6 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_24 GBV_ILN_40 GBV_ILN_63 GBV_ILN_70 GBV_ILN_100 GBV_ILN_101 GBV_ILN_702 GBV_ILN_2048 GBV_ILN_2190 GBV_ILN_2522 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4333 GBV_ILN_4338 35.48 ASE AR 3 2006 3-4 28 11 117-122 |
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10.1007/s11201-006-9015-6 doi (DE-627)SPR017675219 (SPR)s11201-006-9015-6-e DE-627 ger DE-627 rakwb eng 540 ASE 35.48 bkl Zhou, Dong verfasserin aut A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene 2006 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 Nag, Mrinmoy verfasserin aut Russel, Amber L. verfasserin aut Read, David verfasserin aut Rohrs, Henry W. verfasserin aut Gross, Michael L. verfasserin aut Gaspar, Peter P. verfasserin aut Enthalten in Silicon chemistry Dordrecht : Springer Science + Business Media B.V., 2002 3(2006), 3-4 vom: 28. Nov., Seite 117-122 (DE-627)340872586 (DE-600)2065666-X 1572-8994 nnns volume:3 year:2006 number:3-4 day:28 month:11 pages:117-122 https://dx.doi.org/10.1007/s11201-006-9015-6 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_24 GBV_ILN_40 GBV_ILN_63 GBV_ILN_70 GBV_ILN_100 GBV_ILN_101 GBV_ILN_702 GBV_ILN_2048 GBV_ILN_2190 GBV_ILN_2522 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4333 GBV_ILN_4338 35.48 ASE AR 3 2006 3-4 28 11 117-122 |
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10.1007/s11201-006-9015-6 doi (DE-627)SPR017675219 (SPR)s11201-006-9015-6-e DE-627 ger DE-627 rakwb eng 540 ASE 35.48 bkl Zhou, Dong verfasserin aut A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene 2006 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 Nag, Mrinmoy verfasserin aut Russel, Amber L. verfasserin aut Read, David verfasserin aut Rohrs, Henry W. verfasserin aut Gross, Michael L. verfasserin aut Gaspar, Peter P. verfasserin aut Enthalten in Silicon chemistry Dordrecht : Springer Science + Business Media B.V., 2002 3(2006), 3-4 vom: 28. Nov., Seite 117-122 (DE-627)340872586 (DE-600)2065666-X 1572-8994 nnns volume:3 year:2006 number:3-4 day:28 month:11 pages:117-122 https://dx.doi.org/10.1007/s11201-006-9015-6 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_24 GBV_ILN_40 GBV_ILN_63 GBV_ILN_70 GBV_ILN_100 GBV_ILN_101 GBV_ILN_702 GBV_ILN_2048 GBV_ILN_2190 GBV_ILN_2522 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4333 GBV_ILN_4338 35.48 ASE AR 3 2006 3-4 28 11 117-122 |
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10.1007/s11201-006-9015-6 doi (DE-627)SPR017675219 (SPR)s11201-006-9015-6-e DE-627 ger DE-627 rakwb eng 540 ASE 35.48 bkl Zhou, Dong verfasserin aut A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene 2006 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 Nag, Mrinmoy verfasserin aut Russel, Amber L. verfasserin aut Read, David verfasserin aut Rohrs, Henry W. verfasserin aut Gross, Michael L. verfasserin aut Gaspar, Peter P. verfasserin aut Enthalten in Silicon chemistry Dordrecht : Springer Science + Business Media B.V., 2002 3(2006), 3-4 vom: 28. Nov., Seite 117-122 (DE-627)340872586 (DE-600)2065666-X 1572-8994 nnns volume:3 year:2006 number:3-4 day:28 month:11 pages:117-122 https://dx.doi.org/10.1007/s11201-006-9015-6 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_SPRINGER SSG-OLC-PHA GBV_ILN_24 GBV_ILN_40 GBV_ILN_63 GBV_ILN_70 GBV_ILN_100 GBV_ILN_101 GBV_ILN_702 GBV_ILN_2048 GBV_ILN_2190 GBV_ILN_2522 GBV_ILN_4012 GBV_ILN_4035 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4242 GBV_ILN_4246 GBV_ILN_4249 GBV_ILN_4251 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4333 GBV_ILN_4338 35.48 ASE AR 3 2006 3-4 28 11 117-122 |
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540 ASE 35.48 bkl A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene tetramethyldisilene (dpeaa)DE-He213 disila-olefin Diels Alder reaction (dpeaa)DE-He213 dimethylsilylene (dpeaa)DE-He213 pyrolysis (dpeaa)DE-He213 computational (dpeaa)DE-He213 chemistry (dpeaa)DE-He213 reaction mechanism (dpeaa)DE-He213 |
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A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene |
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A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene |
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Zhou, Dong Nag, Mrinmoy Russel, Amber L. Read, David Rohrs, Henry W. Gross, Michael L. Gaspar, Peter P. |
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retro-diels alder route to tetramethyldisilene $ me_{2} $si=$ sime_{2} $ revisited: flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene |
| title_auth |
A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene |
| abstract |
Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. |
| abstractGer |
Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. |
| abstract_unstemmed |
Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene. |
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A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">SPR017675219</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230519105857.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">201006s2006 xx |||||o 00| ||eng c</controlfield><datafield tag="024" ind1="7" ind2=" "><subfield code="a">10.1007/s11201-006-9015-6</subfield><subfield code="2">doi</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)SPR017675219</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(SPR)s11201-006-9015-6-e</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="082" ind1="0" ind2="4"><subfield code="a">540</subfield><subfield code="q">ASE</subfield></datafield><datafield tag="084" ind1=" " ind2=" "><subfield code="a">35.48</subfield><subfield code="2">bkl</subfield></datafield><datafield tag="100" ind1="1" ind2=" "><subfield code="a">Zhou, Dong</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="245" ind1="1" ind2="2"><subfield code="a">A Retro-Diels Alder route to Tetramethyldisilene $ Me_{2} $Si=$ SiMe_{2} $ revisited: Flow Pyrolysis of 1,1,2,2-Tetramethyl-1,2-disilacyclohex-4-ene</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">2006</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">Text</subfield><subfield code="b">txt</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">Computermedien</subfield><subfield code="b">c</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">Online-Ressource</subfield><subfield code="b">cr</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Abstract Reinvestigation of the flow pyrolysis of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene did not identify conditions under which the retro-Diels Alder reaction was the exclusive process. Extrusion of $ Me_{2} $Si=$ SiMe_{2} $was confirmed, but dimerization of directly extruded $ Me_{2} $Si: contributes significantly to its formation. Rearrangement of 1,1,2,2-tetramethyl-1,2-disilacyclohex-4-ene to 1,1,3,3-tetramethyl-1,3-disilacyclohex-4-ene is a major process under a variety of conditions. Computational studies reduced the number of viable pathways. Both experimental and computational results point to stepwise extrusion of $ Me_{2} $Si=$ SiMe_{2} $ via a diradical intermediate and to linkage by one or more common intermediates of the extrusion pathway and the pathway leading to rearranged disilacyclohexene. Such a mechanism receives support from the formation of 1,2- and 1,3-disilacyclohex-4-enes, that is both the Diels-Alder product and the rearrangement product, in the addition of $ Me_{2} $Si=$ SiMe_{2} $ to butadiene.</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">tetramethyldisilene</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">disila-olefin Diels Alder reaction</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">dimethylsilylene</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">pyrolysis</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">computational</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">chemistry</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="650" ind1=" " ind2="4"><subfield code="a">reaction mechanism</subfield><subfield code="7">(dpeaa)DE-He213</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Nag, Mrinmoy</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Russel, Amber L.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Read, David</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Rohrs, Henry W.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Gross, Michael L.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Gaspar, Peter P.</subfield><subfield code="e">verfasserin</subfield><subfield code="4">aut</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">Enthalten in</subfield><subfield code="t">Silicon chemistry</subfield><subfield code="d">Dordrecht : Springer Science + Business Media B.V., 2002</subfield><subfield code="g">3(2006), 3-4 vom: 28. Nov., Seite 117-122</subfield><subfield code="w">(DE-627)340872586</subfield><subfield code="w">(DE-600)2065666-X</subfield><subfield code="x">1572-8994</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:3</subfield><subfield code="g">year:2006</subfield><subfield code="g">number:3-4</subfield><subfield code="g">day:28</subfield><subfield code="g">month:11</subfield><subfield code="g">pages:117-122</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">https://dx.doi.org/10.1007/s11201-006-9015-6</subfield><subfield code="z">lizenzpflichtig</subfield><subfield code="3">Volltext</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SYSFLAG_A</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_SPRINGER</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">SSG-OLC-PHA</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_24</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_40</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_63</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_70</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_100</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_101</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_702</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_2048</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_2190</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_2522</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4012</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4035</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4037</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4112</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4125</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4126</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4242</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4246</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4249</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4251</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4305</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4306</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4307</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4322</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4323</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4324</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4325</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4333</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_ILN_4338</subfield></datafield><datafield tag="936" ind1="b" ind2="k"><subfield code="a">35.48</subfield><subfield code="q">ASE</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">3</subfield><subfield code="j">2006</subfield><subfield code="e">3-4</subfield><subfield code="b">28</subfield><subfield code="c">11</subfield><subfield code="h">117-122</subfield></datafield></record></collection>
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