DICARBOMETHOXYCARBENE - A LASER FLASH-PHOTOLYSIS STUDY

Citation
Jl. Wang et al., DICARBOMETHOXYCARBENE - A LASER FLASH-PHOTOLYSIS STUDY, Journal of the American Chemical Society, 117(20), 1995, pp. 5477-5483
Citations number
55
Categorie Soggetti
Chemistry
ISSN journal
00027863
Volume
117
Issue
20
Year of publication
1995
Pages
5477 - 5483
Database
ISI
SICI code
0002-7863(1995)117:20<5477:D-ALFS>2.0.ZU;2-R
Abstract
Dimethyl diazomalonate (1) was studied by laser flash photolysis (LFP) techniques. LFP of 1 generates dicarbomethoxycarbene (2), which can b e intercepted with pyridine to give a UV-vis active ylide. Analysis of the yield of ylide as a function of pyridine concentration provides e stimates of the carbene lifetime in various solvents, of its rate cons tant for Wolff rearrangement, of its reaction with various quenchers, and of intersystem crossing.