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Antiaromatic Dithieno-1,2-dihydro-1,2-diborin Splits Diatomic Hydrogen

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B,B-Dimesityl-substituted dithieno-1,2-dihydro-1,2-diborin was synthesized and its properties and reactivity were studied. Owing to the noticeably electron-deficient and antiaromatic character of the 1,2-dihydro-1,2-diborin ring, this compound was found to homolytically cleave… Click to show full abstract

B,B-Dimesityl-substituted dithieno-1,2-dihydro-1,2-diborin was synthesized and its properties and reactivity were studied. Owing to the noticeably electron-deficient and antiaromatic character of the 1,2-dihydro-1,2-diborin ring, this compound was found to homolytically cleave diatomic hydrogen (H2) gas at ambient temperature under 1 atm to afford a hydrogen-bridged bis(borane). This reaction was accompanied by a dramatic color change from dark green to yellow in addition to a turn-on fluorescence response.

Keywords: diatomic hydrogen; dihydro; dihydro diborin; dithieno dihydro

Journal Title: Chemistry Letters
Year Published: 2017

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