Issue 31, 2018

Reactivity studies of an imine-functionalised phosphaalkene; unusual electrostatic and supramolecular stabilisation of a σ2λ3-phosphorus motif via hydrogen bonding

Abstract

A P[double bond, length as m-dash]C heavy-alkene analogue that is unreactive towards the addition of strong acids on its double-bond is presented; instead, a strategically located imine nitrogen on the periphery forms protonated adducts displaying hydrogen bonding interactions. These materials are significantly more stable than the parent species, demonstrating an unprecedented approach towards the stabilisation of a multiple-bonded heavy main group fragment, in this case, a phosphaalkene. An HCl adduct self-assembles with H2O into a dimeric network displaying a discrete quadrilateral hydrogen-bonded arrangement.

Graphical abstract: Reactivity studies of an imine-functionalised phosphaalkene; unusual electrostatic and supramolecular stabilisation of a σ2λ3-phosphorus motif via hydrogen bonding

Supplementary files

Article information

Article type
Communication
Submitted
22 Apr 2018
Accepted
10 May 2018
First published
11 May 2018
This article is Open Access
Creative Commons BY-NC license

Dalton Trans., 2018,47, 10404-10409

Reactivity studies of an imine-functionalised phosphaalkene; unusual electrostatic and supramolecular stabilisation of a σ2λ3-phosphorus motif via hydrogen bonding

D. Morales Salazar, A. K. Gupta and A. Orthaber, Dalton Trans., 2018, 47, 10404 DOI: 10.1039/C8DT01607K

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