Construction of Polysubstituted 1,2-Dihydrocyclobuta[b]naphthalenes and 1,2-Dihydrocyclobuta[b]anthracenes with Photoluminescence

Dianpeng Chen; Lianpeng Zhang; Jinzhong Yao; Hongwei Zhou

doi:10.1021/acs.joc.7b00762

Construction of Polysubstituted 1,2-Dihydrocyclobuta[b]naphthalenes and 1,2-Dihydrocyclobuta[b]anthracenes with Photoluminescence

J Org Chem. 2017 Jun 16;82(12):6202-6209. doi: 10.1021/acs.joc.7b00762. Epub 2017 May 24.

Authors

Dianpeng Chen^{1

2}, Lianpeng Zhang², Jinzhong Yao², Hongwei Zhou^{1

2}

Affiliations

¹ Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, People's Republic of China.
² College of Biological, Chemical Sciences and Engineering, Jiaxing University , Jiaxing 314001, People's Rupublic of China.

PMID: 28508640
DOI: 10.1021/acs.joc.7b00762

Abstract

A facile protocol for the synthesis of polysubstituted 1,2-dihydrocyclobuta[b]naphthalenes and 1,2-dihydrocyclobuta[b]anthracenes was developed via a sequence of base-promoted 1,5-H shift, intramolecular [2 + 2] cycloaddition, and aromatization. The synthesized 1,2-dihydrocyclobuta[b]anthracenes exhibited bright blue emissions in solution and strong yellow emissions in solid, which made them possible candidates for optoelectronic conjugated materials.

Publication types

Research Support, Non-U.S. Gov't