U. Bandarage, L. Hanton, Robin A. J. Smith
Jan 16, 1995
Citations
0
Influential Citations
12
Citations
Journal
Tetrahedron
Abstract
Abstract The relative efficiencies of the reaction of dibromides with biphenyl-2,2′-dithiol and 1,1′-binaphthalene-2,2′-dithiol to produce dithiacyclophanes have been examined as a potential route to chiral biaryl dithiols. Reaction of the resolvable dibromide 2,2′-bis(bromomethyl)-1,1′-binaphthalene with 1,1′-binaphthalene-2,2′-dithiol gave a diastereoisomeric mixture of dithiacyclophanes. Reaction of 1,1′-binaphthalene-2,2′-bis(methylenethiol) with 2,2′-bis(bromomethyl)-1,1′-binaphthalene gave a mixture including dinaphtho[2,1-c:1′,2′-d]thiepin and the racemic diastereoisomer of 11,13,26,28-tetrahydrotetranaphtho[2,1-c:1′,2′-e:2″,1″-j:1‴,2‴-l][1,8]dithiacyclotetradecin.