Extremely long C-C bonds in strained 1,1,2,2-tetraphenylcyclobutaarenes: 3,8-dichloro-1,1,2,2-tetraphenylcyclobuta-[b]naphthalene, C36H24Cl2, and 3,6,9,10-tetrachloro-4,5-dimethyl-1,1,2,2,7,7,8,8-octaphenyldicyclobuta[b,h]phenanthrene toluene solvate, C68H46Cl4..1.5C7H8

Fumio Toda, Koichi Tanaka, Zafra Stein, Israel Goldberg

Research output: Contribution to journalArticlepeer-review

Abstract

Cyclobutaarenes are highly strained compounds which exhibit unusual geometric features. Introduction of diphenyl substituents on the peripheral C atoms of the cyclobutene ring adds stereoelectronic effects and causes further distortion of the ring structure. The interatomic distances observed for the peripheral C-C bonds in the cyclobutene moiety of the two compounds are in the range 1.71-1.72 Å, among the longest of Csp3-Csp3 bonds previously reported for similar compounds. The core structure of the phenanthrodicyclobutene derivative is severely twisted due to non-bonding interactions between the chlorine substituents.

Original languageEnglish
Pages (from-to)177-180
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Volume52
Issue number1
DOIs
StatePublished - 15 Jan 1996

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