Benzosiloles with Crystallization-Induced Emission Enhancement of Electrochemiluminescence: Synthesis, Electrochemistry, and Crystallography

Liuqing Yang; Donghyun Koo; Jackie Wu; Jonathan M Wong; Tyler Day; Ruizhong Zhang; Harshana Kolongoda; Kehan Liu; Jian Wang; Zhifeng Ding; Brian L Pagenkopf

doi:10.1002/chem.202002647

Benzosiloles with Crystallization-Induced Emission Enhancement of Electrochemiluminescence: Synthesis, Electrochemistry, and Crystallography

Chemistry. 2020 Sep 10;26(51):11715-11721. doi: 10.1002/chem.202002647. Epub 2020 Aug 7.

Authors

Affiliation

¹ Department of Chemistry, The University of Western Ontario, 1151 Richmond St., London, N6A 5B7, ON, Canada.

PMID: 32484982
DOI: 10.1002/chem.202002647

Abstract

Crystallization-induced emission enhancement (CIEE) was demonstrated for the first time for electrochemilunimescence (ECL) with two new benzosiloles. Compared with their solution, the films of the two benzosiloles gave CIEE of 24 and 16 times. The mechanism of the CIEE-ECL was examined by spooling ECL spectroscopy, X-ray crystal structure analysis, photoluminescence, and DFT calculations. This CIEE-ECL system is a complement to the well-established aggregation-induced emission enhancement (AIEE) systems. Unique intermolecular interactions are noted in the crystalline chromophore. The first heterogeneous ECL system is established for organic compounds with highly hydrophobic properties.

Keywords: benzosiloles; crystallization-induced emission enhancement; electrochemiluminescence; photoluminescence; siloles.

Abstract

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