Issue 26, 2008

Host–guest interactions in a series of self-assembled As2L2Cl2macrocycles

Abstract

The reaction of AsCl3 with H2L (where L = a rigid dithiolate) results in the self-assembly of As2L2Cl2 supramolecular macrocycles. For ligands 4,4′-bis(mercaptomethyl)biphenyl (H21), 4,4′-bis(mercaptomethyl)-trans-stilbene (H22), and 1,4-dimethoxy-2,5-bis(mercaptomethyl)benzene (H23), the macrocyclic cavities of the resulting assemblies are large enough to host aromatic solvent molecules, as revealed by single crystal X-ray structures of the inclusion complexes. As2L2Cl2macrocycles form in solution as a mixture of diastereomers, but the diastereomers can be selectively crystallized and separated. Crystallization of syn- or anti-As232Cl2 can be controlled using host–guest interactions by the prudent choice of crystallization solvents. anti-As232Cl2 crystallizes exclusively from chloroform and benzene, while a [(syn-As232Cl2)2·p-xylene] dimer crystallizes from p-xylene and a mixture of [(syn-As232Cl2)(anti-As232Cl2)·toluene] and [(syn-As232Cl2)2·toluene] dimers crystallize from toluene.

Graphical abstract: Host–guest interactions in a series of self-assembled As2L2Cl2macrocycles

Supplementary files

Article information

Article type
Paper
Submitted
07 Feb 2008
Accepted
26 Mar 2008
First published
18 Apr 2008

Dalton Trans., 2008, 3447-3453

Host–guest interactions in a series of self-assembled As2L2Cl2macrocycles

V. M. Cangelosi, L. N. Zakharov, S. A. Fontenot, M. A. Pitt and D. W. Johnson, Dalton Trans., 2008, 3447 DOI: 10.1039/B802178C

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