Chemical synthesis at solid interfaces. On the use of conducting polythiophenes equipped of adequate linkers allowing a facile and highly selective cathodic S-N bond scission with a fully regenerating resin process.

被引:24
作者
Pilard, JF [1 ]
Marchand, G [1 ]
Simonet, J [1 ]
机构
[1] Univ Rennes 1, UMR 6510, Lab Electrochim Mol & Macromol, F-35042 Rennes, France
关键词
solid interface synthesis; cathodic cleavage; nitrogen-sulfur bonds; combinatorial chemistry;
D O I
10.1016/S0040-4020(98)00580-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Electrogenerated polythiophenes were evaluated as;Merrifield-like resins for the anchoring of amine functions together with deprotection processes. Suitable linkers were terminated with a fully regenerable aromatic sulfonamide moiety. The S-N bond was cleaved to liberate the amine with high selectivity under very mild conditions by cathodic means with amine liberation. Moreover a facile recycling process of the resin allows the further grafting of various amine functions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:9401 / 9414
页数:14
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