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Solid-state photodimerization of 2-phenylethenyl enamides

✍ Scribed by Fengbin Song; Julie H. Snook; Bruce M. Foxman; Barry B. Snider

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
565 KB
Volume
54
Category
Article
ISSN
0040-4020

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✦ Synopsis

Enamides 3a-c and 6 crystallize in cx-packing modes with short.intermolecular distances of 3.7-4.0/~ between alkene carbon atoms of adjacent molecules related by a center of symmetry. Irradiation at 350 nm of these crystalline tertiary phenylethenyl enamides affords head-to-tall dimers 8a-c and 9, respectively, in 87-92% yield, in marked contrast to the E to Z isomerization that is the exclusive reaction upon solution irradiation of enamides 3a and 6.

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