Resolution of [4]heterohelicenium dyes with unprecedented Pummerer-like chemistry

被引：75

作者：

Laleu, B

Mobian, P

Herse, C

Laursen, BW

Hopfgartner, G

Bernardinelli, G

Lacour, J

机构：

[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva, Switzerland

[2] Univ Geneva, Crystallog Lab, CH-1211 Geneva, Switzerland

[3] Univ Geneva, Sch Pharm, CH-1211 Geneva, Switzerland

[4] Nanosci Ctr, Dept Chem, DK-2100 Copenhagen, Denmark

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2005年 / 44卷 / 12期

关键词：

carbocations; chiral auxiliaries; chiral resolution; dyes; helicenes;

D O I：

10.1002/anie.200462321

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Addition of an enantiopure sulfoxide auxiliary is the key to the resolution of highly stable [4]helicenium dyes. This transformation allows a facile chromatographic separation of the diastereomers (the structure of one such diastereomer is shown; S yellow, O red, N blue). Then an unprecedented Pummerer-like C-C bond fragmentation takes place to release the enantiopure cations. (Figure Presented) © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：1879 / 1883

页数：5

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