Issue 11, 2016

Very strong N–X+O–N+ halogen bonds

Abstract

A new N–X+O–N+ paradigm for halogen bonding is established by using an oxygen atom as an unusual halogen bond acceptor. The strategy yielded extremely strong halogen bonded complexes with very high association constants characterized in either CDCl3 or acetone-d6 solution by 1H NMR titrations and in the solid-state by single crystal X-ray analysis. The obtained halogen bond interactions, RXB, in the solid-state are found to be in the order of strong hydrogen bonds, viz. RXBRHB.

Graphical abstract: Very strong −N–X+⋯−O–N+ halogen bonds

Supplementary files

Article information

Article type
Communication
Submitted
16 Nov 2015
Accepted
15 Dec 2015
First published
15 Dec 2015

Chem. Commun., 2016,52, 2338-2341

Author version available

Very strong N–X+O–N+ halogen bonds

R. Puttreddy, O. Jurček, S. Bhowmik, T. Mäkelä and K. Rissanen, Chem. Commun., 2016, 52, 2338 DOI: 10.1039/C5CC09487A

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