Abstract
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
Mini-Reviews in Organic Chemistry
Title: 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
Volume: 4 Issue: 1
Author(s): Shigeyasu Kuroda, Takanori Kajioka, Atsushi Fukuta, Nguyen Chung Thanh, Yanmei Zhang, Ryuta Miyatake, Masaru Mouri, Shengli Zuo and Mitsunori Oda
Affiliation:
Keywords: cyclobutenes, quinodimethanes, thiophenes, X-ray crystallographic analysis, molecular orbital calculations, organic electroluminescent device
Abstract: 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.
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Kuroda Shigeyasu, Kajioka Takanori, Fukuta Atsushi, Chung Thanh Nguyen, Zhang Yanmei, Miyatake Ryuta, Mouri Masaru, Zuo Shengli and Oda Mitsunori, 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, Mini-Reviews in Organic Chemistry 2007; 4 (1) . https://dx.doi.org/10.2174/157019307779815866
DOI https://dx.doi.org/10.2174/157019307779815866 |
Print ISSN 1570-193X |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6298 |
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