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Phase-separated hydrogen-bonded chloride ion-water-oxonium ion sheets and protonated 4 '-(4-bromophenyl)-2,2 ':6 ',2 ''-terpyridine stacks, and condensation products of 2-acetylpyridine and benzaldehydes revisited

Constable, Edwin C. and Zhang, Guoqi and Housecroft, Catherine E. and Neuburger, Markus and Schaffner, Silvia. (2009) Phase-separated hydrogen-bonded chloride ion-water-oxonium ion sheets and protonated 4 '-(4-bromophenyl)-2,2 ':6 ',2 ''-terpyridine stacks, and condensation products of 2-acetylpyridine and benzaldehydes revisited. CrystEngComm, 11 (6). pp. 1014-1021.

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Official URL: http://edoc.unibas.ch/dok/A5251516

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Abstract

During attempts to produce layered materials involving protonated 4'-(4-bromophenyl)-2,2':6',2 ''-terpyridine (1) and tetrahalometallate anions, we have serendipitously crystallized the doubly protonated ligand in the form of [H(2)1][H3O]Cl-3 center dot 3H(2)O. In the solid state, the components of this hydrate separate into two well defined domains: rows of stacks of hydrogen bonded {[H(2)1]Cl}(+) units interspersed by puckered (6,3) sheets of hydrogen bonded chloride ions, water molecules and oxonium ions. Without careful control of the conditions during the preparations of 1 and 4'-(4-cyanophenyl)-2,2':6',2 ''-terpyridine (2), cyclohexanol-based condensation products 3 and 4 are observed. Single crystal structures of these racemates confirm a (1SR,2RS,3SR,4SR,5SR)-stereochemistry. While racemic 4 crystallizes in the centrosymmetric space group P-1, 3 center dot CHCl3 crystallizes in the noncentrosymmetric space group Fdd2, and the consequences on the packing of molecules are described.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Anorganische Chemie (Constable)
UniBasel Contributors:Constable, Edwin Charles
Item Type:Article, refereed
Article Subtype:Research Article
Publisher:Royal Society of Chemistry
e-ISSN:1466-8033
Note:Publication type according to Uni Basel Research Database: Journal article
Identification Number:
Last Modified:08 May 2017 08:55
Deposited On:22 Mar 2012 14:07

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