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Photochemical cleavage of benzylic stannanes

✍ Scribed by N. Soundararajan; Matthew S. Platz

Book ID
104227662
Publisher
Elsevier Science
Year
1987
Tongue
French
Weight
181 KB
Volume
28
Category
Article
ISSN
0040-4039

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✦ Synopsis

Photolysis of benzylic stannanes leads to efficient homolytic cleavage to form benzylic and stannyl radicals. The reaction proceeds via the excited singlet state of the benzyl stannane. In connection with another research project we required a photochemical source of trialkyl tin radicals which was not based on hydrogen abstraction from a trialkyl tin hydride. It is well known that various benzylic substituted compounds undergo homolytic cleavage upon irradiation,2 prompting this study of benzylstannanes. Compounds l-3 were readily synthesized and purified.3 CHeSnBu3

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