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Synthesis and spectroscopic characterization of the first chiral molecular ‘hamburger’
Author(s) -
Consiglio Giuseppe A.,
Failla Salvatore,
Finocchiaro Paolo
Publication year - 2004
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.792
Subject(s) - diastereomer , chemistry , benzene , ring (chemistry) , yield (engineering) , characterization (materials science) , stereochemistry , organic chemistry , nanotechnology , materials science , metallurgy
The incorporation of the common tetrasubstituted benzene ring II between two rigid bisphosphonate spirobiindane units gives rise to two diastereoisomers macrobicyclophanes VA and VB in high yield. The structures of these two diastereomers were assigned by 1‐D and 2‐D NMR. Both products shown a structure were the benzene ring is sandwiched between the cyclic frames to form a chiral molecular ‘hamburger’. Copyright © 2004 John Wiley & Sons, Ltd.