Preparation and Structure Determination of a Stable cis-Bis-σ-homobenzene Derivative

• Published in: European Journal of Organic Chemistry Vol. 2010; no. 21; pp. 4046 - 4048
• Main Authors: Wullbrandt, Dieter, Hopf, Henning, Jones, Peter G.
• Format: Book Review Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01.07.2010; WILEY‐VCH Verlag; Wiley; Wiley-VCH
• Subjects: Alicyclic compounds; Alicyclic compounds, terpenoids, prostaglandins, steroids; Chemistry; Chemistry, Organic; Cyclophanes; Cyclopropanation; Exact sciences and technology; Homobenzenes; Organic chemistry; Physical Sciences; Preparations and properties; Science & Technology; Cyclopropanation; Homobenzenes; Cyclophanes; Molecular structure; Cyclophane; Chemical synthesis; X ray diffraction; Macrocycle
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201000114

By cyclopropanation of tetramethyl[2.2]paracyclophane 9 the tetramethylene adduct 10 has been prepared. This hydrocarbon is the first stable cis‐bis‐σ‐homobenzene for which a structure has been determined by X‐ray diffraction. By cyclopropanation of a [2.2]paracyclophane a stable cis‐bis‐σ‐homobenzene derivative was prepared. The X‐ray structure of this hydrocarbon is the first for this class of compounds.