Tetrahedron

Some newer aspects of Clemmensen reduction of aromatic ketones

SK Talapatra, S Chakrabarti, AK Mallik, B Talapatra

Index: Talapatra, Sunil K.; Chakrabarti, Syamal; Mallik, Asok K.; Talapatra, Bani Tetrahedron, 1990 , vol. 46, # 17 p. 6047 - 6052

Full Text: HTML

Citation Number: 14

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.

Related Articles:

Flash vacuum pyrolysis over magnesium. Part 1. Pyrolysis of benzylic, other aryl/alkyl and aliphatic halides

[Aitken, R. Alan; Hodgson, Philip K.G.; Morrison, John J.; Oyewale, Adebayo O. Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 3 p. 402 - 415]

Synthetic utility of umpoled diaryl thioketone-lanthanoid intermediates: Desulfurization, cross coupling with electrophiles, and desulfurizative homocoupling

[Makioka, Yoshikazu; Uebori, Shin-Ya; Tsuno, Masumi; Taniguchi, Yuki; Takaki, Ken; Fujiwara, Yuzo Journal of Organic Chemistry, 1996 , vol. 61, # 1 p. 372 - 375]

Photochemical reaction of phthalimides and dicyanophthalimides with benzylic donors

[Freccero, Mauro; Fasani, Elisa; Albini, Angelo Journal of Organic Chemistry, 1993 , vol. 58, # 7 p. 1740 - 1745]

Photochemical reaction of phthalimides and dicyanophthalimides with benzylic donors

[Freccero, Mauro; Fasani, Elisa; Albini, Angelo Journal of Organic Chemistry, 1993 , vol. 58, # 7 p. 1740 - 1745]

Synthesis and properties of tetraphenyltriafulvene

[Komatsu, Koichi; Moriyama, Takamasa; Nishiyama, Tomihiro; Okamoto, Kunio Tetrahedron, 1981 , vol. 37, p. 721 - 729]

More Articles...