Croatica Chemica Acta, Vol. 80 No. 1, 2007.
Original scientific paper
Diastereoselective Synthesis and Conformation of trans-2;3-Dibenzoyl-1;4-dithiacyclohepta
Issa Yavari
Rahebeh Amiri
Mina Haghdadi
Abstract
The reaction of dibenzoylacetylene and propane-1,3-dithiol in the presence of triphenylphosphine
leads to diastereoselective synthesis of the mesocyclic dithioether trans-2,3-dibenzoyl-
1,4-dithiacycloheptane in 70 % yield. The results of ab initio calculations at HF/6-31G* level
show that the trans isomer is 31.3 kJ mol–1 more stable than the cis geometry.
Keywords
dibenzoylacetylene; diastereoselective synthesis; 1,4-dithiacycloheptane; mesocyclic polythioether; ab initio calculations
Hrčak ID:
12811
URI
Publication date:
11.3.2007.
Visits: 1.606 *