
Tetrahedron Letters p. 2225 - 2228 (1981)
Update date:2022-08-04
Topics:
Ollis, W. David
Stephanatou, Julia Stephanidou
Stoddart, J. Fraser
Unal, Gulten G.
Williams, David J.
An X-ray structure analysis shows that the 5,18-dimethyl derivative (5) of the title compound (4) crystallises from xylene as a 1:1 inclusion compound in which the host molecules adopt propeller-like conformations (7 and 7*) with almost perfect C2 symmetry.Dynamic 1H n.m.r. spectroscopy shows that the 5,18-dibenzyl derivative (6) of (4) forms a 1:1 inclusion compound with ethanol in the solid state and undergoes ring inversion (7 <*> 7*) between enantiomeric propeller-like conformations in solution against a barrier of 21.1 kcal/mol.
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Doi:10.1007/BF00505685
(1981)Doi:10.1021/jo020720j
(2003)Doi:10.1021/jm950872p
(1996)Doi:10.1016/j.tet.2004.07.048
(2004)Doi:10.1021/ol300296k
(2012)Doi:10.1039/c39810000556
(1981)