Mechanistic insights of Cu(ii)-mediated ortho-C-H amination of arenes by capturing fleeting intermediates and theoretical calculations

Manoj Kumar; Shalini Verma; Anubhav Kumar; Pawan K Mishra; Raghunath O Ramabhadran; Shibdas Banerjee; Akhilesh K Verma

doi:10.1039/c9cc04317a

Mechanistic insights of Cu(ii)-mediated ortho-C-H amination of arenes by capturing fleeting intermediates and theoretical calculations

Chem Commun (Camb). 2019 Aug 14;55(63):9359-9362. doi: 10.1039/c9cc04317a. Epub 2019 Jul 18.

Authors

Manoj Kumar¹, Shalini Verma¹, Anubhav Kumar², Pawan K Mishra¹, Raghunath O Ramabhadran², Shibdas Banerjee², Akhilesh K Verma¹

Affiliations

¹ Department of Chemistry, University of Delhi, Delhi 110007, India. averma@acbr.du.ac.in.
² Department of Chemistry, Indian Institute of Science Education and Research Tirupati, Tirupati 517507, India. raghurama@iisertirupati.ac.in shibdas@iisertirupati.ac.in.

PMID: 31317149
DOI: 10.1039/c9cc04317a

Abstract

The capture of reactive intermediates empowers chemists to conjecture the detail of a chemical transformation. Here we explore the mechanism of a C-H amination by intercepting short-lived intermediates in real time using online mass spectrometry. Computational study unravels the favorable pathway of the proposed dual mechanism of the reaction.