Journalartikel

Jahr der Veröffentlichung: 2018

Seiten: 5346-5350

Zeitschrift: Angewandte Chemie

Bandnummer: 130

Heftnummer: 19

ISSN: 1433-7851

DOI Link: https://doi.org/10.1002/ange.201800679

Verlag: Wiley

Abstract: 
Although N-heterocyclic carbenes have been well-studied, the simplest aminocarbene, aminomethylene H-C..-NH2, has not been spectroscopically identified to date. Herein we report the gas-phase preparation of aminomethylene by high-vacuum flash pyrolysis of cyclopropylamine and subsequent trapping of the pyrolysate in an inert argon matrix at 12K. Aminomethylene was characterized by matching matrix IR and UV/Vis spectroscopic data with abinitio coupled cluster computations. After UV irradiation of the matrix aminomethylene rearranges to its isomer methanimine (formaldimine) H2C=NH. Based on our experimental results and computations aminomethylene has a singlet ground state with a reaction barrier of almost 46kcalmol(-1) to methanimine so that H-tunneling is excluded.

Harvard-Zitierstil: Eckhardt, A. and Schreiner, P. (2018) Spectroscopic Evidence for Aminomethylene (H−C̈−NH2)—The Simplest Amino Carbene, Angewandte Chemie, 130(19), pp. 5346-5350. https://doi.org/10.1002/ange.201800679

APA-Zitierstil: Eckhardt, A., & Schreiner, P. (2018). Spectroscopic Evidence for Aminomethylene (H−C̈−NH2)—The Simplest Amino Carbene. Angewandte Chemie. 130(19), 5346-5350. https://doi.org/10.1002/ange.201800679