Synthesis 2004(16): 2751-2759  
DOI: 10.1055/s-2004-834872
SPECIALTOPIC
© Georg Thieme Verlag Stuttgart · New York

Cyclophanes. Part LII: [1] Ethynyl[2.2]paracyclophanes - New Building Blocks for Molecular Scaffolding

Lidija Bondarenko, Ina Dix, Heino Hinrichs, Henning Hopf*
Institute of Organic Chemistry, Technical University Braunschweig, Hagenring 30, 38106 Braunschweig, Germany
Fax: +49(531)3915388; e-Mail: H.Hopf@tu-bs.de;
Further Information

Publication History

Received 28 March 2004
Publication Date:
07 October 2004 (online)

Abstract

The synthesis of seven ethynyl[2.2]paracyclophanes is described. The five diethynyl derivatives 4,5-diethynyl[2.2]paracyclophane (12), pseudo-gem- (13), pseudo-ortho- (14), pseudo-meta- (15), and pseudo-para-diethynyl[2.2]paracyclophane (16), the tetraethynyl compound 4,7,13,16-tetraethynyl[2.2]paracyclophane (17), and for comparison the mono-ethynylated hydrocarbon 4-ethynyl[2.2]paracyclophane (11) have been prepared. The structures of these new building blocks for carbon rich systems were determined by the usual analytical and spectroscopic methods.