Dibora[10]annulenes: Construction, Properties, and Their Ring-Opening Reactions

Weidong Zhang; Demei Yu; Zhijun Wang; Bingjie Zhang; Letian Xu; Guoping Li; Ni Yan; Eric Rivard; Gang He

doi:10.1021/acs.orglett.8b03538

Dibora[10]annulenes: Construction, Properties, and Their Ring-Opening Reactions

Org Lett. 2019 Jan 4;21(1):109-113. doi: 10.1021/acs.orglett.8b03538. Epub 2018 Dec 18.

Authors

Weidong Zhang¹, Demei Yu¹, Zhijun Wang¹, Bingjie Zhang¹, Letian Xu¹, Guoping Li¹, Ni Yan², Eric Rivard³, Gang He¹

Affiliations

¹ School of Science jointly with Frontier Institute of Science and Technology, State Key Laboratory for Strength and Vibration of Mechanical Structures, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry , Xi'an Jiaotong University , Xi'an , Shaanxi Province 710049 , China.
² Polymer Materials & Engineering Department, School of Materials Science & Engineering, Engineering Research Center of Transportation Materials, Ministry of Education , Chang'an University , Xi'an , Shaanxi 710064 , China.
³ Department of Chemistry , University of Alberta , Edmonton , Alberta T6G2G2 , Canada.

PMID: 30560667
DOI: 10.1021/acs.orglett.8b03538

Abstract

The selective construction of various dibora[10]annulenes through mild boron-tin exchange reactions is reported. Dibora[10]annulenes exhibit optical and electrochemical properties of value for future sensing applications. Controlled addition of the Lewis base pyridine to dibora[10]annulenes instigates a selective ring-opening reaction. This work explores a new area of boron chemistry that represents the first step in the potential formation of dibora[10]annulene-derived polymers.

Publication types

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