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Synthesis and optoelectronic properties of benzoquinone-based donor-acceptor compounds.


ABSTRACT: Herein, we report a mild and efficient palladium-catalyzed C-H functionalization method to synthesize a series of benzoquinone (BQ)-based charge-transfer (CT) derivatives in good yields. The optoelectronic properties of these compounds were explored both theoretically and experimentally and correlations to their structures were identified as a function of the nature and position of the donor group (meta and para) attached to the benzoquinone acceptor. Compound 3, where benzoquinone is para-conjugated to the diphenylamine donor group, exhibited thermally activated delayed fluorescence (TADF) with a biexponential lifetime characterized by a prompt ns component and a delayed component of 353 ?s.

SUBMITTER: Sutherland DR 

PROVIDER: S-EPMC6902851 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Synthesis and optoelectronic properties of benzoquinone-based donor-acceptor compounds.

Sutherland Daniel R DR   Sharma Nidhi N   Rosair Georgina M GM   Samuel Ifor D W IDW   Lee Ai-Lan AL   Zysman-Colman Eli E  

Beilstein journal of organic chemistry 20191204


Herein, we report a mild and efficient palladium-catalyzed C-H functionalization method to synthesize a series of benzoquinone (BQ)-based charge-transfer (CT) derivatives in good yields. The optoelectronic properties of these compounds were explored both theoretically and experimentally and correlations to their structures were identified as a function of the nature and position of the donor group (<i>meta</i> and <i>para</i>) attached to the benzoquinone acceptor. Compound <b>3</b>, where benzo  ...[more]

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