Akira Kawamata

[2]Paracyclo[2](3,7)-p-tropoquinonophane

Abstract The title compound 1 a novel cyclophane containing p-tropoquinone, was synthesized starting from 5-methoxytropolone and its physical properties were discussed comparing with those of 3,7-dimethyl-p-tropoquinone and p-benzoquinonophane. The reduced quinone character exhibited by 1 was ascribed to the intramolecular CT interaction and the deformation of the quinone ring.

[3]Parycyclo− and [3]metacyclo[3](3,7)-p-tropoquinonophanes

Abstract The title phanes were synthesized. Examination of their physical properties including X-ray crystallography disclosed that 1) the p-tropoquinone ring is still bent in both compounds though to a lesser extent than in the corresponding [2.2]phanes, 2) the metacyclo compound prefers syn conformation in solution, and 3) the intramolecular CT interaction is very similar in two compounds.