TY - JOUR
T1 - Residual Enantiomerism and Chromatographic Resolution of a 1,1,2‐Triarylalkene
AU - Biali, Silvio E.
AU - Rappoport, Zvi
AU - Mannschreck, Albrecht
AU - Pustet, Nikola
PY - 1989/2
Y1 - 1989/2
N2 - A three‐ring flip A⇄B is the isomerization mechanism of lowest activation enthalpy for triarylalkene propeller molecules. NMR studies on 1, for which this mechanism leads to a diastereomerization rather than an enantiomerization, gave a value of 79.5 kJ mol −1 for this process. After chromatographic separation of the enantiomers of 1, it was also possible to determine the activation enthalpy of its enantiomerization, which presumably occurs by a [β,β′] two‐ring flip: 92.7 kJ mol−1. (Figure Presented.)
AB - A three‐ring flip A⇄B is the isomerization mechanism of lowest activation enthalpy for triarylalkene propeller molecules. NMR studies on 1, for which this mechanism leads to a diastereomerization rather than an enantiomerization, gave a value of 79.5 kJ mol −1 for this process. After chromatographic separation of the enantiomers of 1, it was also possible to determine the activation enthalpy of its enantiomerization, which presumably occurs by a [β,β′] two‐ring flip: 92.7 kJ mol−1. (Figure Presented.)
UR - http://www.scopus.com/inward/record.url?scp=84990079915&partnerID=8YFLogxK
U2 - 10.1002/anie.198901991
DO - 10.1002/anie.198901991
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AN - SCOPUS:84990079915
SN - 0570-0833
VL - 28
SP - 199
EP - 201
JO - Angewandte Chemie - International Edition
JF - Angewandte Chemie - International Edition
IS - 2
ER -