
Tetrahedron p. 2651 - 2662 (1984)
Update date:2022-07-31
Topics:
Defoin, Albert
Defoin-Straatmann, Rosalie
Kuhn, Hans Jochen
In the presence of deuterium oxide benzaldehyde (1a) and substituted benzaldehydes likewise possessing lowest triplet states of (n,?*) character yield formyl-deuteriated benzaldehydes by fast and efficient photoreactions.Quantum yields of formation of 7-deuterio benzaldehyde (1b) in solvent acetonitrile-deuterium oxide 3:1 are 0.57 at 313 nm, 0.54 at 334 nm, 0.62 at 365 nm, and in acetone-deuterium oxide 3:1 0.87 at 313 nm, 0.83 at 334 nm and 0.91 at 365 nm.By products, mainly meso- and dl-dihydrobenzoin and benzoin, are formed to a small extent only.On the basis of CIDNP measurements the mechanism of photodeuteriation is discussed.
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