Nucleophilic activity of a linked bis{guanidine} leading to formation of a dicationic C4N4-heterocycle

Coles, Martyn P, Lee, Steven F, Oakley, Sarah H, Lee, Steven, Estiu, Guillerma and Hitchcock, Peter B (2007) Nucleophilic activity of a linked bis{guanidine} leading to formation of a dicationic C4N4-heterocycle. Organic and Biomolecular Chemistry, 24 (5). pp. 3909-3911. ISSN 1477-0520

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Abstract

The methylene-linked bis{guanidine}, H2C{hpp}2 (hppH = 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine), displays nucleophilic activity towards organic halides, including the activation of dichloromethane under ambient conditions to afford the heterocyclic dication, [H2C{hpp}2CH2]2+ [Cl]- 2. X-ray crystallography has been used as a probe of the bonding within the eight-membered ring of the dication, and DFT calculations have identified two stable conformations, in agreement with two different species observed in solution.

Item Type: Article
Depositing User: Martyn Coles
Date Deposited: 21 Feb 2012 10:03
Last Modified: 14 May 2012 15:42
URI: http://sro.sussex.ac.uk/id/eprint/37909
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