Synthesis and properties ofN-substituted azacalix[n]arenes
Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into th...
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| Format: |
E-Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
1994 |
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| Umfang: |
14 |
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| Reproduktion: |
Springer Online Journal Archives 1860-2002 |
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| Übergeordnetes Werk: |
in: Journal of inclusion phenomena and macrocyclic chemistry - 1983, 19(1994) vom: Jan./Apr., Seite 193-206 |
| Übergeordnetes Werk: |
volume:19 ; year:1994 ; month:01/04 ; pages:193-206 ; extent:14 |
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NLEJ194516180 |
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| 520 | |a Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. | ||
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| 700 | 1 | |a Takemura, Hiroyuki |4 oth | |
| 700 | 1 | |a Shinmyozu, Teruo |4 oth | |
| 700 | 1 | |a Miura, Hirokazu |4 oth | |
| 700 | 1 | |a Khan, Islam Ullah |4 oth | |
| 700 | 1 | |a Inazu, Takahiko |4 oth | |
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(DE-627)NLEJ194516180 DE-627 ger DE-627 rakwb eng Synthesis and properties ofN-substituted azacalix[n]arenes 1994 14 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. Springer Online Journal Archives 1860-2002 Takemura, Hiroyuki oth Shinmyozu, Teruo oth Miura, Hirokazu oth Khan, Islam Ullah oth Inazu, Takahiko oth in Journal of inclusion phenomena and macrocyclic chemistry 1983 19(1994) vom: Jan./Apr., Seite 193-206 (DE-627)NLEJ188987541 (DE-600)2016909-7 1573-1111 nnns volume:19 year:1994 month:01/04 pages:193-206 extent:14 http://dx.doi.org/10.1007/BF00708982 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 19 1994 1/4 193-206 14 |
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(DE-627)NLEJ194516180 DE-627 ger DE-627 rakwb eng Synthesis and properties ofN-substituted azacalix[n]arenes 1994 14 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. Springer Online Journal Archives 1860-2002 Takemura, Hiroyuki oth Shinmyozu, Teruo oth Miura, Hirokazu oth Khan, Islam Ullah oth Inazu, Takahiko oth in Journal of inclusion phenomena and macrocyclic chemistry 1983 19(1994) vom: Jan./Apr., Seite 193-206 (DE-627)NLEJ188987541 (DE-600)2016909-7 1573-1111 nnns volume:19 year:1994 month:01/04 pages:193-206 extent:14 http://dx.doi.org/10.1007/BF00708982 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 19 1994 1/4 193-206 14 |
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(DE-627)NLEJ194516180 DE-627 ger DE-627 rakwb eng Synthesis and properties ofN-substituted azacalix[n]arenes 1994 14 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. Springer Online Journal Archives 1860-2002 Takemura, Hiroyuki oth Shinmyozu, Teruo oth Miura, Hirokazu oth Khan, Islam Ullah oth Inazu, Takahiko oth in Journal of inclusion phenomena and macrocyclic chemistry 1983 19(1994) vom: Jan./Apr., Seite 193-206 (DE-627)NLEJ188987541 (DE-600)2016909-7 1573-1111 nnns volume:19 year:1994 month:01/04 pages:193-206 extent:14 http://dx.doi.org/10.1007/BF00708982 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 19 1994 1/4 193-206 14 |
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(DE-627)NLEJ194516180 DE-627 ger DE-627 rakwb eng Synthesis and properties ofN-substituted azacalix[n]arenes 1994 14 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. Springer Online Journal Archives 1860-2002 Takemura, Hiroyuki oth Shinmyozu, Teruo oth Miura, Hirokazu oth Khan, Islam Ullah oth Inazu, Takahiko oth in Journal of inclusion phenomena and macrocyclic chemistry 1983 19(1994) vom: Jan./Apr., Seite 193-206 (DE-627)NLEJ188987541 (DE-600)2016909-7 1573-1111 nnns volume:19 year:1994 month:01/04 pages:193-206 extent:14 http://dx.doi.org/10.1007/BF00708982 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 19 1994 1/4 193-206 14 |
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(DE-627)NLEJ194516180 DE-627 ger DE-627 rakwb eng Synthesis and properties ofN-substituted azacalix[n]arenes 1994 14 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. Springer Online Journal Archives 1860-2002 Takemura, Hiroyuki oth Shinmyozu, Teruo oth Miura, Hirokazu oth Khan, Islam Ullah oth Inazu, Takahiko oth in Journal of inclusion phenomena and macrocyclic chemistry 1983 19(1994) vom: Jan./Apr., Seite 193-206 (DE-627)NLEJ188987541 (DE-600)2016909-7 1573-1111 nnns volume:19 year:1994 month:01/04 pages:193-206 extent:14 http://dx.doi.org/10.1007/BF00708982 GBV_USEFLAG_U ZDB-1-SOJ GBV_NL_ARTICLE AR 19 1994 1/4 193-206 14 |
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Synthesis and properties ofN-substituted azacalix[n]arenes |
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Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. |
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Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. |
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Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C. |
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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">NLEJ194516180</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20230506103329.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">070526s1994 xx |||||o 00| ||eng c</controlfield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)NLEJ194516180</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="245" ind1="1" ind2="0"><subfield code="a">Synthesis and properties ofN-substituted azacalix[n]arenes</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">1994</subfield></datafield><datafield tag="300" ind1=" " ind2=" "><subfield code="a">14</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zzz</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">z</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zu</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Abstract Side arm modifications of hexahomotriazacalix[3]arene (1) were achieved by simple synthetic methods. Compound5 has picolyl side arms and liquid-liquid extraction experiments showed that the alkali cation affinity of5 is much stronger than that of1. A chiral group was also introduced into the azacalixarene structure. Calix[4]arene was converted into dihomoazacalix[4]arene (2) in 8% yield. Clathrate formation of2 with various solvents is described. MM3 calculations were carried out onp-substituted analogs of2. The ‘self-filled’ structure, in which the benzyl side arm is placed in its cavity, is the most stable structure when thep-positions of the aromatic rings carry small substituents. Strong hydrogen bonds between nitrogen and phenolic hydroxyl groups in dihomoazacalix[4]arene (2) were observed at low temperatures. The1H-NMR signals of phenolic hydroxyl groups appeared as six singlets in the range of 9.8∼17.1 ppm at −70°C.</subfield></datafield><datafield tag="533" ind1=" " ind2=" "><subfield code="f">Springer Online Journal Archives 1860-2002</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Takemura, Hiroyuki</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Shinmyozu, Teruo</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Miura, Hirokazu</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Khan, Islam Ullah</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Inazu, Takahiko</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">in</subfield><subfield code="t">Journal of inclusion phenomena and macrocyclic chemistry</subfield><subfield code="d">1983</subfield><subfield code="g">19(1994) vom: Jan./Apr., Seite 193-206</subfield><subfield code="w">(DE-627)NLEJ188987541</subfield><subfield code="w">(DE-600)2016909-7</subfield><subfield code="x">1573-1111</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:19</subfield><subfield code="g">year:1994</subfield><subfield code="g">month:01/04</subfield><subfield code="g">pages:193-206</subfield><subfield code="g">extent:14</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">http://dx.doi.org/10.1007/BF00708982</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_U</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">ZDB-1-SOJ</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_NL_ARTICLE</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">19</subfield><subfield code="j">1994</subfield><subfield code="c">1/4</subfield><subfield code="h">193-206</subfield><subfield code="g">14</subfield></datafield></record></collection>
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