Photochemical Double 5‐exo Cyclization of Alkenyl‐Substituted Dithienylacetylenes: Efficient Synthesis of Diarylated Dithienofulvalenes1. Issue 40 (13th August 2013)

• Record Type: Journal Article
• Authors: Fukazawa, Aiko; Karasawa, Takashi; Zhang, Hongyu; Minemura, Kazumitsu; Camacho, Cristopher; Wang, Jian; Irle, Stephan; Yamaguchi, Shigehiro
• Is Part Of: Angewandte Chemie international edition. Volume 52:Issue 40(2013)
• Page Start: 10519
• Page End: 10523
• Publication Date: 2013-08-13
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201303738
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="graphical" xml:lang="en"> <title> <x xml:space="preserve">Abstract</x> </title> <p> <bold>Smooth and selective</bold>: Upon photoirradiation, bis(3‐alkenyl‐2‐thienyl)acetylenes smoothly and selectively undergo double 5‐<italic>exo</italic>‐<italic>dig</italic> 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.<boxed-text content-type="graphic" position="anchor" orientation="portrait"><graphic position="anchor" mimetype="image" xlink:href="ark:/27927/pgg3h9m31zx" orientation="portrait" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink" /></boxed-text></p> </abstract>