Revisitation of Cycloheptatriene Derivatives as a Building Block for Various Substituted and Fused 1,6-Methano[10]annulenes and Substituted 4,9-Methanothia[11]annulenes

Author(s): Shigeyasu Kuroda, Takanori Kajioka, Atsushi Fukuta, Nguyen Chung Thanh, Yanmei Zhang, Ryuta Miyatake, Masaru Mouri, Shengli Zuo, Mitsunori Oda

Journal Name: Mini-Reviews in Organic Chemistry

Volume 4 , Issue 1 , 2007

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A synthetic maneuver from 1,6-diacetyl- and 1,6-diformyl-1,3,5-cycloheptatrienes toward various 1,6-methano[10]annulenes, such as diaryl-substituted, cyclobutene-annulated, and thiophene-annulated derivatives and its quinodimethane-type compound, and 4,9-methanothia[11]annulenes is spotlighted based on our recent research efforts. The crystal structure analysis of the annulenes, discussion of mechanistic details of a key cyclization step and application of some annulene derivatives to a material in organic electroluminescent devices are also described.

Keywords: cyclobutenes, quinodimethanes, thiophenes, X-ray crystallographic analysis, molecular orbital calculations, organic electroluminescent device

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Article Details

Year: 2007
Page: [31 - 49]
Pages: 19
DOI: 10.2174/157019307779815866

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