CONFORMATION IN THE SOLID-STATE AND IN SOLUTION OF 21,22-TETRAHYDRO-7H,12H,19H,24H-DINAPHTHO-[1,8-F,G 1',8'O,P][1.4.10.13]TETRAOXACYCLOOCTADECIN/

Citation
J. Grochowski et al., CONFORMATION IN THE SOLID-STATE AND IN SOLUTION OF 21,22-TETRAHYDRO-7H,12H,19H,24H-DINAPHTHO-[1,8-F,G 1',8'O,P][1.4.10.13]TETRAOXACYCLOOCTADECIN/, Tetrahedron : asymmetry, 6(8), 1995, pp. 2059-2066
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
6
Issue
8
Year of publication
1995
Pages
2059 - 2066
Database
ISI
SICI code
0957-4166(1995)6:8<2059:CITSAI>2.0.ZU;2-B
Abstract
The helical conformation of a new, optically active heterocyclic syste m 1 in solution has been determined from CD spectra by application of the exciton coupling theory. The molecule in the crystal adopts a conf ormation possessing an approximate 2-fold axis, with naphthyl groups n early coplanar. Absolute configuration at four chiral centres as deter mined unequivocally by Xray anomalous scattering method agrees with th e known configuration of the starting (R,R)-2,3-butanediol. The confor mations in the solid state and in solution are compared with those res ulting from AM1 calculations.