ISSN:
0009-2940
Keywords:
Diazo compounds
;
Carbenes
;
Silaethenes
;
Photolysis
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
UV photolysis of diazo(pentamethyldisilanyl)methyl ketones 1b - d generates acylsilenes (3-oxo-1-sila-1-propenes) 3 as reactive intermediates, which can be trapped by enolizable carbonyl compounds in an ene-type reaction. With non-enolizable carbonyl compounds or ethyl acetate, they undergo a [4 + 2] cycloaddition. In contrast to the photolysis in the absence of these carbonyl compounds, a Wolff rearrangement of 1b - d (or the derived carbenes) to silyl ketenes 5b - d is observed as a competitive reaction.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19911240549