Neutral and cationic cyclic (alkyl)(amino)carbene mercury [cAAC-Hg(ii)] complexes: scope of hydroamination of alkynes with organomercury compounds

Deependra Bawari; Bhupendra Goswami; Sabari V R; Sandeep Kumar Thakur; R V Varun Tej; Angshuman Roy Choudhury; Sanjay Singh

doi:10.1039/C7DT04589A

Neutral and cationic cyclic (alkyl)(amino)carbene mercury [cAAC-Hg(ii)] complexes: scope of hydroamination of alkynes with organomercury compounds

Dalton Trans. 2018 May 8;47(18):6274-6278. doi: 10.1039/C7DT04589A.

Authors

Deependra Bawari¹, Bhupendra Goswami¹, Sabari V R¹, Sandeep Kumar Thakur¹, R V Varun Tej², Angshuman Roy Choudhury¹, Sanjay Singh¹

Affiliations

¹ Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Knowledge City, Sector 81, SAS Nagar, Mohali 140306, Punjab, India. sanjaysingh@iisermohali.ac.in.
² Department of Chemistry, National Institute of Technology Rourkela, Rourkela 769008, Odisha, India.

PMID: 29568832
DOI: 10.1039/C7DT04589A

Abstract

This study demonstrates the first synthesis of cyclic (alkyl)(amino)carbene (cAAC) adducts of Hg(ii), [cAACMe·HgBr(μ-Br)]2 (1a) and [cAACcy·HgBr(μ-Br)]2 (1b). Adduct 1b catalyzes intermolecular hydroamination of aromatic alkynes and amines under mild conditions to afford aromatic imines. The quest to prepare an electrophilic Hg(ii) complex resulted in the synthesis of cationic [(cAACcy)2Hg(H2O)]2+2[NO3]- (3) by reacting 1b with AgNO3.