Issue 6, 2021

Reactivity of NHC/diphosphene-coordinated Au(i)-hydride

Abstract

We report the reactivity of isolable Au(I)-hydride stabilized by an NHC-coordinated diphosphene towards substrates containing C–C and N–N multiple bonds (NHC = N-heterocyclcic carbene). Reactions with dimethyl acetylenedicarboxylate and azobenzene lead to a trans-addition of the Au(I)-H across the C–C triple bond and the N–N double bond, respectively. In contrast, the reaction with ethyl diazoacetate affords a gold(I)-hydrazonide as the 1,1-addition product to the terminal nitrogen atom. With phenyl acetylene, the corresponding Au(I)-alkynyl complex is obtained under the elimination of dihydrogen. Strikingly, diphosphene-containing Au(I)-hydride is more reactive – affording different products in some cases – than a related NHC-stabilized Au(I)-hydride without the mediating diphosphene moiety.

Graphical abstract: Reactivity of NHC/diphosphene-coordinated Au(i)-hydride

Supplementary files

Article information

Article type
Communication
Submitted
11 Aug 2020
Accepted
08 Dec 2020
First published
14 Dec 2020

Chem. Commun., 2021,57, 809-812

Reactivity of NHC/diphosphene-coordinated Au(I)-hydride

D. Dhara, D. Scheschkewitz, V. Chandrasekhar, C. B. Yildiz and A. Jana, Chem. Commun., 2021, 57, 809 DOI: 10.1039/D0CC05461E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements