Premium
Photochemical Double 5‐ exo Cyclization of Alkenyl‐Substituted Dithienylacetylenes: Efficient Synthesis of Diarylated Dithienofulvalenes
Author(s) -
Fukazawa Aiko,
Karasawa Takashi,
Zhang Hongyu,
Minemura Kazumitsu,
Camacho Cristopher,
Wang Jian,
Irle Stephan,
Yamaguchi Shigehiro
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201303738
Subject(s) - thiophene , aryl , conjugated system , chemistry , computer science , combinatorial chemistry , stereochemistry , information retrieval , organic chemistry , polymer , alkyl
Smooth and selective : Upon photoirradiation, bis(3‐alkenyl‐2‐thienyl)acetylenes smoothly and selectively undergo double 5‐ exo ‐ dig cyclization to produce a series of thiophene‐fused pentafulvalenes with various aryl substituents. In this fused π‐conjugated skeleton, the fused thiophene rings and the aryl substituents significantly modulate the electronic structure of the pentafulvalene skeleton.