Volume 25, Issue 40
Preparative Organic Chemistry
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ChemInform Abstract: Substituent Control of Biscarbene Electronic Configurations: m- Phenylenebis(chloromethylene).

P. S. ZUEV

P. S. ZUEV

Dep. Chem., Univ. Nev., Reno, NV 89557, USA

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R. S. SHERIDAN

R. S. SHERIDAN

Dep. Chem., Univ. Nev., Reno, NV 89557, USA

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First published: October 4, 1994

Abstract

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ChemInform Abstract

As part of a program aimed at an understanding of the factors that influence the electronic configurations in coupled reactive intermediates, the irradiation of the m-bisdiazirine (I) is examined. A new compound is formed which is trapped with HCl to give (II). Longer irradiation of (I) in a HCl-containing N2 matrix leads to (III), which is also obtained from (II). These studies reveal that both mono- and bis-carbenes are generated. The title carbene is a closed-shell ground-state singlet, which is robust to maintain its identity when meta-coupled.

chemical structure image

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