A General Approach to Creating Soluble Catalytic Polymers Heterogenized in Microcapsules
A general method for preparing site-isolated polymeric catalysts is presented. Linear chloromethyl and azide polymers have been sequestered within polyurea microcapsules and small molecule catalysts soaked through the shell walls to functionalize the soluble polymers. Reaction onto each type of supp...
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Published in | Organic letters Vol. 9; no. 17; pp. 3449 - 3451 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
United States
American Chemical Society
16.08.2007
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Abstract | A general method for preparing site-isolated polymeric catalysts is presented. Linear chloromethyl and azide polymers have been sequestered within polyurea microcapsules and small molecule catalysts soaked through the shell walls to functionalize the soluble polymers. Reaction onto each type of support is quantitative and MacMillan, DMAP, and TEMPO test catalysts are shown to have faster reaction rates than the analogous resin-supported catalysts. |
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AbstractList | A general method for preparing site-isolated polymeric catalysts is presented. Linear chloromethyl and azide polymers have been sequestered within polyurea microcapsules and small molecule catalysts soaked through the shell walls to functionalize the soluble polymers. Reaction onto each type of support is quantitative and MacMillan, DMAP, and TEMPO test catalysts are shown to have faster reaction rates than the analogous resin-supported catalysts. |
Author | Goswami, Anandarup McQuade, D. Tyler Bogdan, Andrew R Mason, Brian P |
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BackLink | https://www.ncbi.nlm.nih.gov/pubmed/17645350$$D View this record in MEDLINE/PubMed |
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Cites_doi | 10.1021/ja00897a025 10.1021/ja000092s 10.1002/adsc.200606043 10.1002/anie.200603854 10.1021/cr010440o |
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References | Scher H. B. (ol071360vb00007/ol071360vb00007_1) 1981 Gheorghe A. (ol071360vb00014/ol071360vb00014_1) 2006; 348 Puglisi A. (ol071360vb00009/ol071360vb00009_1) 2004; 567 Merrifield R. B. (ol071360vb00003/ol071360vb00003_1) 1963; 85 Malagu K. (ol071360vb00006/ol071360vb00006_1) 2002; 316 Price K. E. (ol071360vb00002/ol071360vb00002_1) 2006; 39 Demko Z. P. (ol071360vb00010/ol071360vb00010_1) 2002; 41 Wang Q. (ol071360vb00011/ol071360vb00011_1) 2005; 2 Sterling J. (ol071360vb00013/ol071360vb00013_1) 2006; 025446 Price K. E. (ol071360vb00001/ol071360vb00001_1) 2006; 128 Bogdan A. R. (ol071360vb00012/ol071360vb00012_1) 2007; 46 Benaglia M. (ol071360vb00004/ol071360vb00004_1) 2003; 103 Chen S. Q. (ol071360vb00005/ol071360vb00005_1) 1997; 119 Ahrendt K. A. (ol071360vb00008/ol071360vb00008_1) 2000; 122 |
References_xml | – volume: 128 start-page: 10377 year: 2006 ident: ol071360vb00001/ol071360vb00001_1 publication-title: J. Am. Chem. Soc. contributor: fullname: Price K. E. – volume: 567 start-page: 573 year: 2004 ident: ol071360vb00009/ol071360vb00009_1 publication-title: Eur. J. Org. Chem. contributor: fullname: Puglisi A. – volume: 119 start-page: 8725 year: 1997 ident: ol071360vb00005/ol071360vb00005_1 publication-title: J. Am. Chem. Soc. contributor: fullname: Chen S. Q. – volume: 85 start-page: 2154 year: 1963 ident: ol071360vb00003/ol071360vb00003_1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja00897a025 contributor: fullname: Merrifield R. B. – volume: 122 start-page: 4244 year: 2000 ident: ol071360vb00008/ol071360vb00008_1 publication-title: J. Am. Chem. Soc. doi: 10.1021/ja000092s contributor: fullname: Ahrendt K. A. – volume: 025446 start-page: 2006 year: 2006 ident: ol071360vb00013/ol071360vb00013_1 publication-title: Patent Appl. contributor: fullname: Sterling J. – volume: 316 start-page: 318 year: 2002 ident: ol071360vb00006/ol071360vb00006_1 publication-title: Synlett contributor: fullname: Malagu K. – volume: 2 start-page: 301 year: 2005 ident: ol071360vb00011/ol071360vb00011_1 publication-title: Lett. Org. Chem. contributor: fullname: Wang Q. – volume: 348 start-page: 1020 year: 2006 ident: ol071360vb00014/ol071360vb00014_1 publication-title: Adv. Synth. Catal. doi: 10.1002/adsc.200606043 contributor: fullname: Gheorghe A. – volume-title: Aug 25 year: 1981 ident: ol071360vb00007/ol071360vb00007_1 contributor: fullname: Scher H. B. – volume: 46 start-page: 1701 year: 2007 ident: ol071360vb00012/ol071360vb00012_1 publication-title: Angew. Chem., Int. Ed. doi: 10.1002/anie.200603854 contributor: fullname: Bogdan A. R. – volume: 103 start-page: 3429 year: 2003 ident: ol071360vb00004/ol071360vb00004_1 publication-title: Chem. Rev. doi: 10.1021/cr010440o contributor: fullname: Benaglia M. – volume: 39 start-page: 7685 year: 2006 ident: ol071360vb00002/ol071360vb00002_1 publication-title: Macromolecules contributor: fullname: Price K. E. – volume: 41 start-page: 2116 year: 2002 ident: ol071360vb00010/ol071360vb00010_1 publication-title: Angew. Chem., Int. Ed. contributor: fullname: Demko Z. P. |
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