Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study
A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loa...
Ausführliche Beschreibung
Autor*in: |
Rudzinski DiAndra M. [verfasserIn] Leadbeater Nicholas E. [verfasserIn] |
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E-Artikel |
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Sprache: |
Englisch |
Erschienen: |
2013 |
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Übergeordnetes Werk: |
In: Green Processing and Synthesis - De Gruyter, 2019, 2(2013), 4, Seite 323-328 |
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Übergeordnetes Werk: |
volume:2 ; year:2013 ; number:4 ; pages:323-328 |
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Link aufrufen |
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DOI / URN: |
10.1515/gps-2013-0043 |
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Katalog-ID: |
DOAJ076852113 |
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10.1515/gps-2013-0043 doi (DE-627)DOAJ076852113 (DE-599)DOAJd9726439aaad42cca613785f9939eb05 DE-627 ger DE-627 rakwb eng QD1-999 Rudzinski DiAndra M. verfasserin aut Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. decarboxylative coupling flow chemistry microwave heating Chemistry Leadbeater Nicholas E. verfasserin aut In Green Processing and Synthesis De Gruyter, 2019 2(2013), 4, Seite 323-328 (DE-627)683369709 (DE-600)2645923-1 21919550 nnns volume:2 year:2013 number:4 pages:323-328 https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/article/d9726439aaad42cca613785f9939eb05 kostenfrei https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/toc/2191-9542 Journal toc kostenfrei https://doaj.org/toc/2191-9550 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_121 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_187 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_374 GBV_ILN_602 GBV_ILN_636 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2014 GBV_ILN_2061 GBV_ILN_2190 GBV_ILN_2891 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 2 2013 4 323-328 |
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10.1515/gps-2013-0043 doi (DE-627)DOAJ076852113 (DE-599)DOAJd9726439aaad42cca613785f9939eb05 DE-627 ger DE-627 rakwb eng QD1-999 Rudzinski DiAndra M. verfasserin aut Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. decarboxylative coupling flow chemistry microwave heating Chemistry Leadbeater Nicholas E. verfasserin aut In Green Processing and Synthesis De Gruyter, 2019 2(2013), 4, Seite 323-328 (DE-627)683369709 (DE-600)2645923-1 21919550 nnns volume:2 year:2013 number:4 pages:323-328 https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/article/d9726439aaad42cca613785f9939eb05 kostenfrei https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/toc/2191-9542 Journal toc kostenfrei https://doaj.org/toc/2191-9550 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_121 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_187 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_374 GBV_ILN_602 GBV_ILN_636 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2014 GBV_ILN_2061 GBV_ILN_2190 GBV_ILN_2891 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 2 2013 4 323-328 |
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10.1515/gps-2013-0043 doi (DE-627)DOAJ076852113 (DE-599)DOAJd9726439aaad42cca613785f9939eb05 DE-627 ger DE-627 rakwb eng QD1-999 Rudzinski DiAndra M. verfasserin aut Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. decarboxylative coupling flow chemistry microwave heating Chemistry Leadbeater Nicholas E. verfasserin aut In Green Processing and Synthesis De Gruyter, 2019 2(2013), 4, Seite 323-328 (DE-627)683369709 (DE-600)2645923-1 21919550 nnns volume:2 year:2013 number:4 pages:323-328 https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/article/d9726439aaad42cca613785f9939eb05 kostenfrei https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/toc/2191-9542 Journal toc kostenfrei https://doaj.org/toc/2191-9550 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_121 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_187 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_374 GBV_ILN_602 GBV_ILN_636 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2014 GBV_ILN_2061 GBV_ILN_2190 GBV_ILN_2891 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 2 2013 4 323-328 |
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10.1515/gps-2013-0043 doi (DE-627)DOAJ076852113 (DE-599)DOAJd9726439aaad42cca613785f9939eb05 DE-627 ger DE-627 rakwb eng QD1-999 Rudzinski DiAndra M. verfasserin aut Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study 2013 Text txt rdacontent Computermedien c rdamedia Online-Ressource cr rdacarrier A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. decarboxylative coupling flow chemistry microwave heating Chemistry Leadbeater Nicholas E. verfasserin aut In Green Processing and Synthesis De Gruyter, 2019 2(2013), 4, Seite 323-328 (DE-627)683369709 (DE-600)2645923-1 21919550 nnns volume:2 year:2013 number:4 pages:323-328 https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/article/d9726439aaad42cca613785f9939eb05 kostenfrei https://doi.org/10.1515/gps-2013-0043 kostenfrei https://doaj.org/toc/2191-9542 Journal toc kostenfrei https://doaj.org/toc/2191-9550 Journal toc kostenfrei GBV_USEFLAG_A SYSFLAG_A GBV_DOAJ GBV_ILN_20 GBV_ILN_22 GBV_ILN_23 GBV_ILN_24 GBV_ILN_31 GBV_ILN_32 GBV_ILN_39 GBV_ILN_40 GBV_ILN_60 GBV_ILN_62 GBV_ILN_63 GBV_ILN_65 GBV_ILN_69 GBV_ILN_70 GBV_ILN_73 GBV_ILN_74 GBV_ILN_90 GBV_ILN_95 GBV_ILN_100 GBV_ILN_101 GBV_ILN_105 GBV_ILN_110 GBV_ILN_120 GBV_ILN_121 GBV_ILN_151 GBV_ILN_152 GBV_ILN_161 GBV_ILN_170 GBV_ILN_187 GBV_ILN_213 GBV_ILN_230 GBV_ILN_285 GBV_ILN_293 GBV_ILN_374 GBV_ILN_602 GBV_ILN_636 GBV_ILN_647 GBV_ILN_702 GBV_ILN_2014 GBV_ILN_2061 GBV_ILN_2190 GBV_ILN_2891 GBV_ILN_4012 GBV_ILN_4037 GBV_ILN_4112 GBV_ILN_4125 GBV_ILN_4126 GBV_ILN_4249 GBV_ILN_4305 GBV_ILN_4306 GBV_ILN_4307 GBV_ILN_4313 GBV_ILN_4322 GBV_ILN_4323 GBV_ILN_4324 GBV_ILN_4325 GBV_ILN_4338 GBV_ILN_4367 GBV_ILN_4700 AR 2 2013 4 323-328 |
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Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study |
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A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. |
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A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. |
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A microwave unit interfaced with a gas-loading accessory is used as a tool for facilitating the palladium-catalyzed decarboxylative Heck reaction of 2,6-dimethoxybenzoic acid and methyl acrylate, using molecular oxygen as the oxidant. The reaction is complete in less time and at a lower catalyst loading than when using conventional approaches. The reaction is scaled up using continuous-flow processing, employing a reactor in which both gas input and heating can be performed simultaneously. An 86% isolated product yield is obtained. This proof-of-principle study paves the way for the technology to be used in other cases of these increasingly popular decarboxylative coupling reactions. |
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Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant – a proof of principle study |
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