Issue 9, 2008

Site-selective supramolecular synthesis of halogen-bonded cocrystals incorporating the photoactive azo group

Abstract

The halogen-bonding-driven self-assembly of α,ω-diiodoperfluoroalkanes with trans-4,4′-azobipyridine gives rise to infinite 1D networks in the crystalline state. The four nitrogen atoms of the azobispyridine module could allow for the formation of various isomeric products. Interestingly, a site-selective supramolecular synthesis occurs, since only the pyridyl nitrogen atoms are involved in the recognition process. This selectivity can be rationalized on the basis of a higher basicity and steric accessibility of the pyridine nitrogens, with respect to the azo nitrogens, and with the formation of an architecture where the hydrocarbon and perfluorocarbon modules segregate.

Graphical abstract: Site-selective supramolecular synthesis of halogen-bonded cocrystals incorporating the photoactive azo group

Supplementary files

Article information

Article type
Communication
Submitted
23 Apr 2008
Accepted
02 Jun 2008
First published
23 Jun 2008

CrystEngComm, 2008,10, 1132-1136

Site-selective supramolecular synthesis of halogen-bonded cocrystals incorporating the photoactive azo group

D. Fox, P. Metrangolo, D. Pasini, T. Pilati, G. Resnati and G. Terraneo, CrystEngComm, 2008, 10, 1132 DOI: 10.1039/B806911E

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