Weinreb amides in carbene chemistry: a time-resolved IR investigation into a potential intramolecular stabilization mechanism

Evans, Anthony S., Sundaram, G. S. M., Saßmannshausen, Jörg, Toscano, John P. and Tippmann, Eric Michael 2010. Weinreb amides in carbene chemistry: a time-resolved IR investigation into a potential intramolecular stabilization mechanism. Organic Letters 12 (20) , pp. 4616-4619. 10.1021/ol101946u

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Abstract

A was generated photochemically in an attempt to form an intramolecularly stabilized carbene. A rapidly formed intermediate at 1645 cm(-1) decayed with an observed rate of 1.99 10(6) s(-1). Other intermediates were also observed. These also decayed, albeit much more slowly (k(obs) = 3.47 10(3) and 1.98 10(4) s(-1)). Multiple intermediates are apparently a function of both the proximal N,O-dimethylhydroxamic ester and multiple conformers of both the carbene and precursor.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Chemistry
Subjects:	Q Science > QD Chemistry
Publisher:	American Chemical Society
ISSN:	1523-7060
Last Modified:	19 Mar 2016 22:38
URI:	https://orca.cardiff.ac.uk/id/eprint/22536

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