Direct Observation of Carbamoylnitrenes

Li, Hongmin, Wan, Huabin, Wu, Zhuang, Li, Dingqing, Bégué, Didier, Wentrup, Curt and Zeng, Xiaoqing (2016) Direct Observation of Carbamoylnitrenes. Chemistry - A European Journal, 22 23: 7856-7862. doi:10.1002/chem.201600824

Author Li, Hongmin
Wan, Huabin
Wu, Zhuang
Li, Dingqing
Bégué, Didier
Wentrup, Curt
Zeng, Xiaoqing
Title Direct Observation of Carbamoylnitrenes
Journal name Chemistry - A European Journal   Check publisher's open access policy
ISSN 1521-3765
Publication date 2016-04-23
Year available 2016
Sub-type Article (original research)
DOI 10.1002/chem.201600824
Open Access Status Not Open Access
Volume 22
Issue 23
Start page 7856
End page 7862
Total pages 8
Place of publication Weinheim, Germany
Publisher Wiley
Collection year 2017
Language eng
Formatted abstract
As the prototype Curtius rearrangement reaction, carbamoyl azide decomposes into aminoisocyanate and molecular nitrogen. However, the key intermediate carbamoylnitrene was previously undetected, even though the decomposition of carbamoyl azides has been studied frequently since its discovery in the 1890s. Upon ArF laser (λ=193 nm) photolysis, the stepwise decomposition of the two simplest carbamoyl azides H2NC(O)N3 and Me2NC(O)N3, isolated in solid noble gas matrices, occurs with the formation of the corresponding carbamoylnitrenes H2NC(O)N and Me2NC(O)N. Both triplet species are characterized for the first time by combining matrix-isolation IR spectroscopy and quantum-chemical calculations. Subsequent visible-light irradiations cause efficient rearrangement of these nitrenes into the respective aminoisocyanates.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: HERDC Pre-Audit
School of Chemistry and Molecular Biosciences
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Created: Fri, 06 May 2016, 09:53:44 EST by Mrs Louise Nimwegen on behalf of School of Chemistry & Molecular Biosciences