Palladium-mediated polymerization of cyclic diazoketones

Palladium-mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β-unsa...

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Veröffentlicht in:	Journal of polymer science. Part A, Polymer chemistry Polymer chemistry, 2008-03, Vol.46 (5), p.1638-1648
Hauptverfasser:	Ihara, Eiji, Hiraren, Toshimitsu, Itoh, Tomomichi, Inoue, Kenzo
Format:	Artikel
Sprache:	eng
Schlagworte:	Applied sciences Copolymerization cyclic diazoketone Exact sciences and technology monomers Organic polymers Physicochemistry of polymers poly(substituted methylene) synthesis Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts transition metal chemistry
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container_title	Journal of polymer science. Part A, Polymer chemistry
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creator	Ihara, Eiji Hiraren, Toshimitsu Itoh, Tomomichi Inoue, Kenzo
description	Palladium-mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β-unsaturated cyclic diazoketone 2a prepared from 2-cyclohexen-1-one polymerized to give a polymer poly2a' with Mn = 1400 in a 23.8% yield. Addition of some nucleophiles to C==C bond in poly2a' was carried out. Copolymerization of 2a and its dimethyl-substituted analogues 2b,c with acyclic diazoketones was also investigated. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1638-1648, 2008
doi_str_mv	10.1002/pola.22504
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Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β-unsaturated cyclic diazoketone 2a prepared from 2-cyclohexen-1-one polymerized to give a polymer poly2a' with Mn = 1400 in a 23.8% yield. Addition of some nucleophiles to C==C bond in poly2a' was carried out. Copolymerization of 2a and its dimethyl-substituted analogues 2b,c with acyclic diazoketones was also investigated. © 2008 Wiley Periodicals, Inc. 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Part A, Polymer chemistry</title><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><description>Palladium-mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β-unsaturated cyclic diazoketone 2a prepared from 2-cyclohexen-1-one polymerized to give a polymer poly2a' with Mn = 1400 in a 23.8% yield. Addition of some nucleophiles to C==C bond in poly2a' was carried out. Copolymerization of 2a and its dimethyl-substituted analogues 2b,c with acyclic diazoketones was also investigated. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1638-1648, 2008</description><subject>Applied sciences</subject><subject>Copolymerization</subject><subject>cyclic diazoketone</subject><subject>Exact sciences and technology</subject><subject>monomers</subject><subject>Organic polymers</subject><subject>Physicochemistry of polymers</subject><subject>poly(substituted methylene) synthesis</subject><subject>Polymerization</subject><subject>Preparation, kinetics, thermodynamics, mechanism and catalysts</subject><subject>transition metal chemistry</subject><issn>0887-624X</issn><issn>1099-0518</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNp9kEtPGzEUhS1UJNLAhj_QbNoF0oB9PR7bS8QjIIWXeLQ769bjqVxm4mBPBOHX43QoS1Ze3O98PjqE7DK6zyiFg0VocR9A0HKDjBjVuqCCqS9kRJWSRQXlry3yNaW_lOabUCOirrFtsfbLruhc7bF39SRLVp2L_hV7H-aT0EzsyrbeTvL9NTy6Psxd2iabDbbJ7by_Y3J_enJ3dFbMrqbnR4ezwpb5u0JKEGB5yQUiRwGV4k4K-3tdEVAwwbTWtJKSodOSl5rypnaoK9DWQW35mPwYvIsYnpYu9abzybpceu7CMhkOjAJoyODeANoYUoquMYvoO4wrw6hZj2PW45h_42T4-7sVk8W2iTi3Pn0kgDKmRKkzxwbu2bdu9YnRXF_NDv-7iyHjU-9ePjIYH00luRTm5-XU3OqbC3U3fTDHmf828A0Gg39i7nF_mxtwSpXgCoC_ATPDi0c</recordid><startdate>20080301</startdate><enddate>20080301</enddate><creator>Ihara, Eiji</creator><creator>Hiraren, Toshimitsu</creator><creator>Itoh, Tomomichi</creator><creator>Inoue, Kenzo</creator><general>Wiley Subscription Services, Inc., A Wiley Company</general><general>Wiley</general><scope>FBQ</scope><scope>BSCLL</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20080301</creationdate><title>Palladium-mediated polymerization of cyclic diazoketones</title><author>Ihara, Eiji ; Hiraren, Toshimitsu ; Itoh, Tomomichi ; Inoue, Kenzo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4624-77252c3435aa3a52683e75cb25042a515199906771ae9734903fdea9629ce2dc3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Applied sciences</topic><topic>Copolymerization</topic><topic>cyclic diazoketone</topic><topic>Exact sciences and technology</topic><topic>monomers</topic><topic>Organic polymers</topic><topic>Physicochemistry of polymers</topic><topic>poly(substituted methylene) synthesis</topic><topic>Polymerization</topic><topic>Preparation, kinetics, thermodynamics, mechanism and catalysts</topic><topic>transition metal chemistry</topic><toplevel>online_resources</toplevel><creatorcontrib>Ihara, Eiji</creatorcontrib><creatorcontrib>Hiraren, Toshimitsu</creatorcontrib><creatorcontrib>Itoh, Tomomichi</creatorcontrib><creatorcontrib>Inoue, Kenzo</creatorcontrib><collection>AGRIS</collection><collection>Istex</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ihara, Eiji</au><au>Hiraren, Toshimitsu</au><au>Itoh, Tomomichi</au><au>Inoue, Kenzo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-mediated polymerization of cyclic diazoketones</atitle><jtitle>Journal of polymer science. Part A, Polymer chemistry</jtitle><addtitle>J. Polym. Sci. A Polym. Chem</addtitle><date>2008-03-01</date><risdate>2008</risdate><volume>46</volume><issue>5</issue><spage>1638</spage><epage>1648</epage><pages>1638-1648</pages><issn>0887-624X</issn><eissn>1099-0518</eissn><coden>JPLCAT</coden><abstract>Palladium-mediated polymerization of cyclic diazoketones was investigated. Although cyclic diazoketones 1a,b derived from cyclohexanone and 1-tetralone did not homopolymerize, they can be used as a comonomer for copolymerization with polymerizable acyclic diazoketones. On the other hand, an α,β-unsaturated cyclic diazoketone 2a prepared from 2-cyclohexen-1-one polymerized to give a polymer poly2a' with Mn = 1400 in a 23.8% yield. Addition of some nucleophiles to C==C bond in poly2a' was carried out. Copolymerization of 2a and its dimethyl-substituted analogues 2b,c with acyclic diazoketones was also investigated. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1638-1648, 2008</abstract><cop>Hoboken</cop><pub>Wiley Subscription Services, Inc., A Wiley Company</pub><doi>10.1002/pola.22504</doi><tpages>11</tpages></addata></record>
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subjects	Applied sciences Copolymerization cyclic diazoketone Exact sciences and technology monomers Organic polymers Physicochemistry of polymers poly(substituted methylene) synthesis Polymerization Preparation, kinetics, thermodynamics, mechanism and catalysts transition metal chemistry
title	Palladium-mediated polymerization of cyclic diazoketones
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