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Crystals 2012, 2(2), 446-465; doi:10.3390/cryst2020446
Article

Synthesis, Structure and Solid State Properties of Cyclohexanemethylamine Substituted Phenalenyl Based Molecular Conductor

1
, 1
, 1
, 1
, 1
 and 1,2,*
1 Department of Chemistry, University of California, Riverside, CA 92521-0403, USA 2 Department of Chemical and Environmental Engineering, University of California, Riverside, CA 92521-0403, USA
* Author to whom correspondence should be addressed.
Received: 30 March 2012 / Revised: 20 April 2012 / Accepted: 2 May 2012 / Published: 14 May 2012
(This article belongs to the Special Issue Molecular Conductors)
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Abstract

We report the preparation, crystallization and solid state characterization of a cyclohexanemethylamine substituted spirobiphenalenyl radical; in the solid state the compound is iso-structural with its dehydro-analog (benzylamine-substitued compound), and the molecules packed in a one-dimensional fashion that we refer to as a π-step stack. Neighboring molecules in the stack interact via the overlap of one pair of active (spin bearing) carbon atoms per phenalenyl unit. The magnetic susceptibility measurement indicates that in the solid state the radical remains paramagnetic and the fraction of Curie spins is 0.75 per molecule. We use the analytical form of the Bonner-Fisher model for the S = 1/2 antiferromagnetic Heisenberg chain of isotropically interacting spins with intrachain spin coupling constant J = 6.3 cm−1, to fit the experimentally observed paramagnetism [χp (T)] in the temperature range 4–330 K. The measured room temperature conductivity (σRT = 2.4 × 10–3 S/cm) is comparable with that of the iso-structural benzyl radical, even though the calculated band dispersions are smaller than that of the unsaturated analog.
Keywords: molecular conductors; phenalenyl; spirobis-phenalenyl boron; neutral radical; 1D conducting pathways molecular conductors; phenalenyl; spirobis-phenalenyl boron; neutral radical; 1D conducting pathways
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Bag, P.; Itkis, M.E.; Pal, S.K.; Bekyarova, E.; Donnadieu, B.; Haddon, R.C. Synthesis, Structure and Solid State Properties of Cyclohexanemethylamine Substituted Phenalenyl Based Molecular Conductor. Crystals 2012, 2, 446-465.

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