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Some newer aspects of Clemmensen reduction of aromatic ketones

Identifieur interne : 001707 ( Main/Exploration ); précédent : 001706; suivant : 001708

Some newer aspects of Clemmensen reduction of aromatic ketones

Auteurs : Sunil K. Talapatra [Inde] ; Syamal Chakrabarti [Inde] ; Asok K. Mallik [Inde] ; Bani Talapatra [Inde]

Source :

RBID : ISTEX:AE190D15634CC47F5ED05DEAEF24E623572DCDC8

Abstract

9,9'-Bifluorenyl (6), 1,1,2,2-tetraphenylethane (10) and 10,10'-bianthrone (18) have been obtained as a new type of products in Clemmensen reduction of 9H-fluoren-9-one (3), benzophenone (7) and 9,10-anthraquinone (13) respectively. Dibenzo(g,p)chrysene (5) is formed as the major product in the reduction of 3. Plausible mechanistic pathways for the formation of the unconventional products have been delineated.

Url:
DOI: 10.1016/S0040-4020(01)87928-X


Affiliations:


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<div type="abstract" xml:lang="en">9,9'-Bifluorenyl (6), 1,1,2,2-tetraphenylethane (10) and 10,10'-bianthrone (18) have been obtained as a new type of products in Clemmensen reduction of 9H-fluoren-9-one (3), benzophenone (7) and 9,10-anthraquinone (13) respectively. Dibenzo(g,p)chrysene (5) is formed as the major product in the reduction of 3. Plausible mechanistic pathways for the formation of the unconventional products have been delineated.</div>
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