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Communication

Highly Luminescent, Electron-Deficient Bora-cyclophanes

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Pangkuan Chen and Frieder Jäkle*

Department of Chemistry, Rutgers University—Newark, 73 Warren Street, Newark, New Jersey 07102, United States

J. Am. Chem. Soc., 2011, 133 (50), pp 20142–20145

DOI: 10.1021/ja209602z

Publication Date (Web): November 21, 2011

fjaekle@rutgers.edu

Section:

Organometallic and Organometalloidal Compounds

Abstract

A highly luminescent conjugated organoboron macrocycle containing six Lewis acidic boron centers was synthesized. Comparison of the optical and electronic properties with those of a hexameric linear oligomer revealed important differences due to delocalization within the highly symmetric cyclic conjugated structure. Exposure of this unique electron-deficient bora-cyclophane to fluoride or cyanide results in amplified fluorescence quenching and can be exploited to switch between an electron-deficient macrocycle and a highly charged, electron-rich borate cycle.

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History

Published In Issue December 21, 2011
Article ASAPNovember 28, 2011
Just Accepted ManuscriptNovember 21, 2011
Received: October 12, 2011

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Communication

Highly Luminescent, Electron-Deficient Bora-cyclophanes