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The Missing Link: Triplet Fluorocarbonyl Nitrene FC(O)N

✍ Scribed by Dr. Xiaoqing Zeng; Dr. Helmut Beckers; Prof. Dr. Helge Willner; Dr. Dirk Grote; Prof. Dr. Wolfram Sander

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
277 KB
Volume
17
Category
Article
ISSN
0947-6539

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✦ Synopsis

Abstract

The elusive triplet fluorocarbonyl nitrene, FC(O)N (X^3^A′′), has been generated in high yield from matrix‐isolated FC(O)N~3~ by ArF excimer laser photolysis (λ=193 nm). As a side product FNCO was formed. The novel nitrene was characterized by IR, UV/Vis, EPR spectroscopy, and quantum‐chemical calculations. All six fundamental vibrations of FC(O)N at 1681.3, 1193.8, 879.8, 646.5, 588.7, and 434.8 cm^−1^ (argon matrix, 16 K), their ^12/13^C, ^16/18^O, and ^14/15^N isotopic shifts, and four electronic transitions at T~0~=13 890, 25 428, 29 166, and 30 900 cm^−1^ that exhibit vibrational fine structures have been detected. Under visible‐light irradiation at λ≥495 nm, FC(O)N reacted with molecular N~2~ in the matrix cage at 6 K to give back FC(O)N~3~, whereas near‐UV irradiation at λ≥335 nm yielded FNCO. The singlet–triplet energy gaps of different carbonyl nitrenes are discussed.

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