一种新的合成 5,6,11,12-四芳基乙炔基四并苯的方法。

A new synthetic route to 5,6,11,12-tetraarylethynyltetracenes.

机构信息

Department of Applied Chemistry for Environment, School of Science and Technology, Kwansei Gakuin University, 2-1 Gakuen, Sanda, Hyogo 669-1337, Japan.

出版信息

Org Biomol Chem. 2018 Dec 5;16(47):9143-9146. doi: 10.1039/c8ob02450b.

DOI:10.1039/c8ob02450b

PMID:30460950

Abstract

A new synthetic route to 5,6,11,12-tetrakis(arylethynyl)tetracenes, π-extended rubrenes, was developed via [4 + 2] cycloadditions of dialkynylisobenzofuran and 1,4-naphthoquinone. Introduction of arylethynyl groups by double nucleophilic additions to tetracenequinone gave sterically congested (arylethynyl)tetracenes after reductive aromatization. The photophysical properties of the newly prepared π-conjugated molecules are also evaluated.

摘要

一种新的合成 5,6,11,12-四（芳基乙炔基）四并苯、扩展型红荧烯的方法是通过二炔基异苯并呋喃和 1,4-萘醌的[4 + 2]环加成反应开发的。通过对四并苯醌进行双重亲核加成引入芳基乙炔基，经还原芳构化后得到空间位阻较大的（芳基乙炔基）四并苯。还评估了新制备的π共轭分子的光物理性质。