The N-atom in [N(PR3)2]+ cations (R = Ph, Me) can act as electron donor for (pseudo) anti-electrostatic interactions

Antonio Bauzá; Antonio Frontera; Tiddo J. Mooibroek; Jan Reedijk

doi:10.1039/C5CE00352K

The N-atom in [N(PR₃)₂]⁺ cations (R = Ph, Me) can act as electron donor for (pseudo) anti-electrostatic interactions†

Antonio Bauzá,^a Antonio Frontera,

*^a Tiddo J. Mooibroek*^b and Jan Reedijk^cd

Author affiliations

* Corresponding authors

^a Department of Chemistry Universitat de les Illes Balears, Crta. de Valldemossa km 7.5, 07122 Palma (Baleares), Spain
E-mail: toni.frontera@uib.es
Fax: (+) 34 971 173426

^b School of Chemistry of the University of Bristol, Cantock's Close, Bristol, UK
E-mail: chtjm@bristol.ac.uk

^c Leiden Institute of Chemistry, Leiden University, P.O. Box 9502, 2300 RA Leiden, The Netherlands

^d Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia

Abstract

A CSD analysis and DFT study reveal that the nitrogen lone-pair in [N(PPh₃)₂]⁺ is partially intact and involved in intramolecular hydrogen bonding. Computations with the model cation [N(PMe₃)₂]⁺ indicate that intermolecular hydrogen bonding with this ion's N-atom is possible (−8.3 kcal mol⁻¹ for H₂O as hydrogen bond donor), presenting a rare example of pseudo anti electrostatic hydrogen bonding.

This article is part of the themed collection: 1st International Conference on Noncovalent Interactions

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DOI: https://doi.org/10.1039/C5CE00352K
Article type: Communication
Submitted: 17 фев. 2015
Accepted: 15 апр. 2015
First published: 15 апр. 2015
This article is Open Access

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CrystEngComm, 2015,17, 3768-3771

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The N-atom in [N(PR₃)₂]⁺ cations (R = Ph, Me) can act as electron donor for (pseudo) anti-electrostatic interactions

A. Bauzá, A. Frontera, T. J. Mooibroek and J. Reedijk, CrystEngComm, 2015, 17, 3768 DOI: 10.1039/C5CE00352K

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