Irradiation of
1,4-bis(pentamethyldisilanyl)butadiyne (BPDB) in methanol yields two 1:1 photoaddition products (1 and 2) and one 1:2 photoadduct
(3).
Adduct 1 is the primary photoproduct while 2
and 3 are
the secondary products, 3 being formed via two
silacyclopropene intermediates. Irradiation of BPDB
with
acetaldehyde and acetone in deaerated methylene chloride yields only 1:1 photoadducts (4−6),
probably due
to the steric effects of the initially formed 1-oxa-2-silacyclopent-3-ene ring preventing the formation of the
second silacyclopropene intermediate from the 1:1 photoadducts.
Irradiation of 1‐(p‐nitrophenyl)‐5,5‐dimethyl‐1,3‐hexadiyne (NDHD) in aqueous sulfuric acid yields conjugated allenyl ketones (1 and 2) and β‐dicarbonyl compounds (3 and 4). The products 1 and 2 are primary photoproducts while 3 and 4 are secondary products formed by thermal hydration of the primary photoproducts showing the maximum quantum yield at H0 = −1·0. A mechanism involving a synchronous addition of hydronium ion (H3O+) to a triplet state of NDHD is proposed.
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ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.
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