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Radical Cations of Benzo[a]pyrene and 6-Substituted Derivatives: Synthesis and Reaction with Nucleophiles

✍ Scribed by Cremonesi, Paolo; Stack, Douglas E.; Rogan, Eleanor G.; Cavalieri, Ercole L.


Book ID
127174116
Publisher
American Chemical Society
Year
1994
Tongue
English
Weight
672 KB
Volume
59
Category
Article
ISSN
0022-3263

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Synthesis of 6-substituted benzo[a]pyren
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## Abstract 6‐Lithiobenzo[__a__]pyrene was carbonated to produce benzo[__a__]pyrene‐6‐carboxylic‐^14^C acid, which was in turn used in the preparation of several derivatives. Methylation to the ester was followed by LiAlH~4~ reduction to 6‐hydroxymethyl‐^14^C‐benzo[__a__]pyrene. An efficient oxidat

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## Abstract The synthesis of benzo[a]pyrene‐6‐^13^C is described. Perinaphthane was converted to 6‐benzoyl‐carbonyl‐^13^C‐perinaphthane which was cyclized to 2,3‐dihydrobenzo[a]pyren‐6(1H)‐one‐6‐^13^C. Subsequent reduction of the ketone followed by dehydration and dehydrogenation gave benzo[a]pyren