4.6 Article

o-Carborane- based Biphenyl and p-Terphenyl Derivatives

Journal

CHEMISTRY-AN ASIAN JOURNAL
Volume 9, Issue 5, Pages 1247-1251

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.201400067

Keywords

benzocarborane; biphenyl; carboranes; electron-deficient compounds; p-terphenyl

Funding

  1. Japan Society for the Promotion of Science [24655102, 24102013]
  2. Japan Society for the Promotion of Science for Young Scientists [12J03404]
  3. Grants-in-Aid for Scientific Research [24655102] Funding Source: KAKEN

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The synthesis and properties of biphenyl- and p-terphenyl-fused o-carboranes are described. Aryl rings in the biphenyl and p-terphenyl skeletons are highly coplanar because of the presence of the o-carborane unit. o-Carborane exhibits an electron-withdrawing character via the inductive effect, resulting in a decrease in both the HOMO and LUMO levels of oligophenyls without causing electronic perturbation.

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