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Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents

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Published on: May 28, 2014

Ligand-Controlled Synthesis of [3]- and [4]Cyclo-9,9-dimethyl-2,7-fluorenes through Triangle- and Square-Shaped

Eiichi Kayahara^1,2, Rui Qu¹, Mitsuru Kojima¹

¹Institute for Chemical Research, Kyoto University, Kyoto 611 0011 (Japan), Fax: (+81) 774-38-3067.

Chemistry (Weinheim an Der Bergstrasse, Germany)

|November 7, 2015

Abstract:

The syntheses of [3]- and [4]cyclo-9,9-dimethyl-2,7-fluorenes ([3] and [4]CFRs), cyclic trimer, and tetramers of 9,9-dimethyl-2,7-fluorene (FR), respectively, were achieved by the platinum-mediated assembly of FR units and subsequent reductive elimination of platinum. A triangle-shaped tris-platinum complex and a square-shaped tetra-platinum complex were obtained by changing the platinum ligand. The structure of the triangle complex was unambiguously determined by X-ray crystallographic analysis. Reductive elimination of each complex gave [3] and [4]CFRs. Two rotamers of [3]CFR were sufficiently stable at room temperature and were separated by chromatography. The physical properties of the CFRs were also investigated theoretically and experimentally.

Keywords:

arenes carbocycles conjugation density functional calculations electronic structures

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