Issue 37, 2016

Copper-induced ammonia N–H functionalization

Abstract

The activation of ammonia has been achieved with the aid of the TpMsCu core (TpMs = hydrotris(3-mesityl-pyrazolyl)borate). Complexes of the general composition TpMsCu(amine) (1–4) including the ammonia adduct TpMsCu(NH3) (1) have been synthesized and fully spectroscopical- and structurally characterized. Coordinated ammonia in 1 has been reacted with Ph3CPF6 yielding TpMsCu(NH2CPh3) (5) as a result of N–H cleavage and N–C bond formation. In a parallel manner the catalytic functionalization of ammonia with ethyl diazoacetate leading to glycinate derivatives has been developed with TpMsCu(THF) as the catalyst, in the first example of this transformation with ammonia and a copper-based system.

Graphical abstract: Copper-induced ammonia N–H functionalization

Supplementary files

Article information

Article type
Paper
Submitted
22 ዲሴም 2015
Accepted
01 ፌብሩ 2016
First published
02 ፌብሩ 2016

Dalton Trans., 2016,45, 14628-14633

Copper-induced ammonia N–H functionalization

M. Álvarez, E. Álvarez, M. R. Fructos, J. Urbano and P. J. Pérez, Dalton Trans., 2016, 45, 14628 DOI: 10.1039/C5DT04972E

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