The Reaction of CO 2 with a Borylnitrene: Formation of an 3-Oxaziridinone.

Authors :: Bhagat V
Schumann J
Bettinger HF
Source :: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2021 Oct 18; Vol. 60 (43), pp. 23112-23116. Date of Electronic Publication: 2021 Sep 21.
Publication Year :: 2021
Abstract: The reaction of a borylnitrene with carbon dioxide is studied under cryogenic matrix isolation conditions. Photogenerated CatBN (Cat=catecholato) reacts with CO <subscript>2</subscript> under formation of the cycloaddition product CatBNCO <subscript>2</subscript> , a 3-oxaziridinone derivative, after photoexcitation (>550 nm). The product shows Fermi resonances between the CO stretching and ring deformation modes that cause unusual <superscript>13</superscript> C and <superscript>18</superscript> O isotopic shifts. A computational analysis of the 3-oxaziridinone shows this cyclic carbamate to be less strained than an α-lactone or an α-lactame.<br /> (© 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)