2,6,7-trithiabicyclo[2.2.2]octanes as promising photolabile tags for combinatorial encoding

被引：11

作者：

Valiulin, Roman A. ^{[1
]}

Kutateladze, Andrei G. ^{[1
]}

机构：

[1] Univ Denver, Dept Chem & Biochem, Denver, CO 80208 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 01期

关键词：

D O I：

10.1021/jo702091e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The adducts of trithiabicyclo [2.2.2] octane (TTBO) and carbonyl compounds undergo efficient photoinduced fragmentation with quantum yields comparable to that of dithiane adducts. The effect of the third sulfur on the stability of the respective radical cations and radicals is examined computationally and experimentally in a laser flash photolysis study. A straightforward synthetic approach to a variety of 4-substituted trithiabicyclo[2.2.2] octanes from 3-bromo-2,2-bis-(bromomethyl)propanol is developed, making a diverse set of mass-differentiated photolabile tags readily available for combinatorial encoding.

引用

页码：335 / 338

页数：4

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