A New Photolabile Protecting Group for Release of Carboxylic Acids by Visible-Light-Induced Direct and Mediated Electron Transfer

被引：63

作者：

Borak, J. Brian ^{[1
]}

Falvey, Daniel E. ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 10期

基金：

美国国家科学基金会;

关键词：

N-METHYL-4-PICOLINIUM ESTERS; ORTHOGONAL PHOTOLYSIS; PHOSPHATE-ESTERS; AMINO-ACIDS; PHOTOCHEMISTRY; PHOTORELEASE; PHOTOTRIGGERS; ABSORPTION; COMPLEXES; ALCOHOLS;

D O I：

10.1021/jo900182x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new aqueous-compatible photoinduced electron transfer based photolabile protecting group has been developed for the release of carboxylic acids. The reduction potential of this group is more positive than previous systems, thereby allowing the use of sensitizers with modest oxidation potentials. Release of several carboxylic acids has been demonstrated using tris(bipyridyl)ruthenium(II) as both a direct sensitizer and a mediator for electron transfer between a good donor and the protecting group.

引用

页码：3894 / 3899

页数：6

共 51 条

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