Phenyl-capped cyclopenta[c]chalcogenophenes: synthesis, crystal structures, electrochemistry and theoretical insights

作者：Bedi Anjan; Debnath Sashi; Chandak Hemant S; Zade Sanjio S^*

来源：RSC Advances, 2014, 4(67): 35653-35658.

DOI：10.1039/c4ra05687f

Two new phenyl capped cyclopenta[c]chalcogenophenes (PhCPTPh and PhCPSPh) were synthesized by zirconocene mediated coupling and characterized by single crystal X-ray diffraction (SCXRD). Replacement of sulfur by selenium destabilized the HOMO level and increased the structural rigidity. The crystal structures of both the compounds were found to be nearly planar. PhCPSPh, though isostructural with PhCPTPh, packed in a very-ordered and specific pattern by Se center dot center dot center dot pi interactions between two neighboring molecules. Hirshfeld surface analysis supported the crystal structure study. Theoretical calculations exhibited very close reorganization energies of 0.23 and 0.22 eV for PhCPTPh and PhCPSPh, respectively.

• 出版日期2014