Expanded Radialenes: Modular Synthesis and Characterization of Cross-Conjugated Enyne Macrocycles

Sara Eisler; Rik R Tykwinski

doi:10.1002/(SICI)1521-3773(19990712)38:13/14<1940::AID-ANIE1940>3.0.CO;2-8

Expanded Radialenes: Modular Synthesis and Characterization of Cross-Conjugated Enyne Macrocycles

Angew Chem Int Ed Engl. 1999 Jul 12;38(13-14):1940-1943. doi: 10.1002/(SICI)1521-3773(19990712)38:13/14<1940::AID-ANIE1940>3.0.CO;2-8.

Authors

Sara Eisler¹, Rik R Tykwinski¹

Affiliation

¹ Department of Chemistry, University of Alberta, Edmonton, AB T6G 2G2 (Canada), Fax: (+1) 780-492-8231.

Abstract

Stepwise palladium-catalyzed cross-coupling between terminal alkynes and vinyl triflates afforded the first cross-conjugated enyne macrocycles constructed of 3-alkylidene-1-propynyl [-C≡C-C(=CR₂)-] building blocks, namely, the expanded radialene 1 and the hybrid radialene 2.

Keywords: Conjugation; Cross‐coupling; Enynes; Macrocycles; Radialenes.