Direct observation of methoxycarbonylnitrene

The simplest alkoxycarbonylnitrene, CH OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH OC(O)N and CH OC(O)NCO and subsequently characterized by IR ( N, D-labelling) and EPR (|D/hc| = 1.66 cm and |E/hc| = 0.020 cm ) spectroscopy in cryogenic matrices. Two conformers of the...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2017, Vol.53 (35), p.4783-4786
Hauptverfasser:	Li, Hongmin, Wu, Zhuang, Li, Dingqing, Wan, Huabin, Xu, Jian, Abe, Manabu, Zeng, Xiaoqing
Format:	Artikel
Sprache:	eng
Schlagworte:	Bonding Infrared spectroscopy Isomerization Lasers Light irradiation Organic compounds Photolysis Spectroscopy
Online-Zugang:	Volltext
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Beschreibung
Zusammenfassung:	The simplest alkoxycarbonylnitrene, CH OC(O)N, has been generated through laser (266 and 193 nm) photolysis of CH OC(O)N and CH OC(O)NCO and subsequently characterized by IR ( N, D-labelling) and EPR (\|D/hc\| = 1.66 cm and \|E/hc\| = 0.020 cm ) spectroscopy in cryogenic matrices. Two conformers of the nitrene, with the CH group being in syn or anti configuration to the C[double bond, length as m-dash]O bond, have been unambiguously identified. Further UV light irradiation (365 nm) of the nitrene results in isomerization to CH ONCO, completing the frequently explored mechanism for the Curtius-rearrangement of CH OC(O)N .
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c7cc01926b