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Solution Phase Isomerization of Vibrationally Excited Singlet Nitrenes to Vibrationally Excited 1,2-Didehydroazepine

Gotard T. Burdzinski,^†^‡ Chris T. Middleton,^‡ Terry L. Gustafson,*^‡ and Matthew S. Platz*^‡;

Quantum Electronics Laboratory, Faculty of Physics, Adam Mickiewicz University, 85 Umultowska, Poznan 61-614, Poland, and Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210

J. Am. Chem. Soc., 2006, 128 (46), pp 14804–14805

DOI: 10.1021/ja065783o

Publication Date (Web): October 27, 2006

†

Adam Mickiewicz University.

‡

The Ohio State University.

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, gustafson@chemistry.ohio-state.edu, ; , platz.1@osu.edu

Abstract

Photolysis of phenyl and o-biphenylyl azide (at 270 nm) releases vibrationally excited singlet nitrene which isomerizes to the corresponding hot 1,2-didehydroazepine at a rate competitive with thermal relaxation. Using ultrafast vibrational spectroscopy we observe the formation of vibrationally excited 1,2-4,6-azacycloheptatetraene (1,2-didehydroazepine) in picoseconds following photolysis of phenyl azide in chloroform and o-biphenylyl azide in acetonitrile at ambient temperature.

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Published In Issue November 22, 2006
Received August 9, 2006

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Communication

Solution Phase Isomerization of Vibrationally Excited Singlet Nitrenes to Vibrationally Excited 1,2-Didehydroazepine

Abstract

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SciFinder Links

History

Recommend & Share

Related Content

Early Events in the Photochemistry of Aryl Azides from Femtosecond UV/Vis Spectroscopy and Quantum Chemical Calculations Early Events in the Photochemistry of Aryl Azides from Femtosecond UV/Vis Spectroscopy and Quantum Chemical Calculations

Ultrafast Spectroscopic and Matrix Isolation Studies of p-Biphenylyl, o-Biphenylyl, and 1-Naphthylnitrenium Cations

The Direct Detection of an Aryl Azide Excited State: An Ultrafast Study of the Photochemistry of para- and ortho-Biphenyl Azide

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