UCL Discovery
UCL home » Library Services » Electronic resources » UCL Discovery

Neutral iodotriazoles as scaffolds for stable halogen-bonded assemblies in solution

Maugeri, L; Asencio-Hernández, J; Lébl, T; Cordes, DB; Slawin, AMZ; Delsuc, M-A; Philp, D; (2016) Neutral iodotriazoles as scaffolds for stable halogen-bonded assemblies in solution. Chemical Science , 7 (10) pp. 6422-6428. 10.1039/C6SC01974A. Green open access

[thumbnail of c6sc01974a.pdf]
Preview
Text
c6sc01974a.pdf - Published Version

Download (1MB) | Preview

Abstract

The halogen bond (XB) donor properties of neutral 1,4-diaryl-5-iodo-1,2,3-triazoles are explored using a combination of computational and experimental results and are shown to be competitive in halogen bonding efficiency with the classic pentafluoroiodobenzene XB donor. The SNAr reactivity of these donors permits the facile assembly of an iodotriazole functionalised with a 3-oxypyridine XB acceptor, thus generating a molecular scaffold capable of undergoing dimerisation through the formation of two halogen bonds. The formation of this halogen-bonded dimer is demonstrated by 1H and DOSY NMR experiments and a plausible structure generated using DFT calculations.

Type: Article
Title: Neutral iodotriazoles as scaffolds for stable halogen-bonded assemblies in solution
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/C6SC01974A
Publisher version: http://dx.doi.org/10.1039/C6SC01974A
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (https://creativecommons.org/licenses/by/3.0/)
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
URI: https://discovery.ucl.ac.uk/id/eprint/10057744
Downloads since deposit
Loading...
0Downloads
Download activity - last month
Loading...
Download activity - last 12 months
Loading...
Downloads by country - last 12 months
Loading...

Archive Staff Only

View Item View Item