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Synthesis and properties of the 5,10,15-trimesityltruxen-5-yl radical.

ABSTRACT: The synthesis of a long-lived, truxene-based radical that is highly delocalized and exhibits a narrow EPR absorption is reported. The radical is stable for multiple hours in a solution exposed to air and remains for months in the solid state under inert gas. Characterization and properties are discussed.

SUBMITTER: Frantz DK

PROVIDER: S-EPMC3824158 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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Synthesis and properties of the 5,10,15-trimesityltruxen-5-yl radical.

Frantz Derik K DK Walish Joseph J JJ Swager Timothy M TM

Organic letters 20130827 18

The synthesis of a long-lived, truxene-based radical that is highly delocalized and exhibits a narrow EPR absorption is reported. The radical is stable for multiple hours in a solution exposed to air and remains for months in the solid state under inert gas. Characterization and properties are discussed. ...[more]

PMID: 23980895

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syn-5,10,15-Tris(dichloro-meth-yl)-5,10,15-trihy-droxy-5H-diindeno-[1,2-a:1',2'-c]fluorene dichloro-methane 0.82-solvate.

Project description:The title compound, C(30)H(18)Cl(6)O(3)·0.82CH(2)Cl(2), consists of a slightly cup-shaped seven-ring truxene nucleus with hy-droxy and dichloro-methyl substituents at stereocenters 5R/S, 10R/S and 15R/S. C-Cl distances are in the range 1.759?(4)-1.783?(3)?Å. Solvent channels parallel to the b axis appear to be partially occupied by highly disordered dichloro-methane solvent mol-ecules, the contribution of which were removed from the refinement with the SQUEEZE procedure in PLATON [Spek (2009 ?). Acta Cryst. D65, 148-155]. Only one of the OH groups forms a hydrogen bond, which is inter-molecular to another OH group, forming centrosymmetric dimers in the crystal.

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