Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1,3-dioxane-4,6-dione series View Full Text


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Article Info

DATE

2006-06

AUTHORS

V. A. Nikolaev, V. V. Shevchenko, M. S. Platz, N. N. Khimich

ABSTRACT

Photochemical decomposition of 2,2-dialkyl-5-diazo-1,3-dioxane-4,6-diones in the presence of pyridine, methanol, or dimethyl sulfide as carbene traps involves mainly the Wolff rearrangement which is likely to follow a concerted pattern, while the yield of the “carbene” products does not exceed 27–28%. No carbene intermediates are formed in the photolysis of the corresponding dioxo sulfonium ylides under analogous conditions, and the main photochemical process is 1,2-methyl shift (Stevens rearrangement), followed by photochemical transformations of the primary products according to the Norrish type II pattern. More... »

PAGES

815-827

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s1070428006060029

DOI

http://dx.doi.org/10.1134/s1070428006060029

DIMENSIONS

https://app.dimensions.ai/details/publication/pub.1000278316


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