Journal of Physical Organic Chemistry p. 699 - 705 (1995)
Update date:2022-08-04
Topics:
Baek, Eun Kyung
Shim, Sang Chul
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(1+)) to a triplet state of NDHD is proposed.
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