TY - JOUR
T1 - Synthesis and properties of chiral molecular clefts related to Tröger's base
AU - Turner, Jennifer J.
AU - Harding, Margaret M.
PY - 2005/7
Y1 - 2005/7
N2 - The chiral cavities present in 2,3:6,7-dibenzo-9-oxabicyclonona-2,6-diene, dibenzobicyclo[b,f][3.3.1]nona-5a, 6a-diene-6,12-dione, bicyclo[3.3.1]nonane and dibenzobicyclo[b,f][1,5]diazocines are reminiscent of Tröger's base, which has been widely used as a molecular cleft in supramolecular chemistry. The synthetic methodology to provide key derivatives for elaboration into new supramolecular structures, efficient resolution methods, the introduction of additional recognition groups and applications in supramolecular chemistry of these structurally related molecular clefts are reviewed.
AB - The chiral cavities present in 2,3:6,7-dibenzo-9-oxabicyclonona-2,6-diene, dibenzobicyclo[b,f][3.3.1]nona-5a, 6a-diene-6,12-dione, bicyclo[3.3.1]nonane and dibenzobicyclo[b,f][1,5]diazocines are reminiscent of Tröger's base, which has been widely used as a molecular cleft in supramolecular chemistry. The synthetic methodology to provide key derivatives for elaboration into new supramolecular structures, efficient resolution methods, the introduction of additional recognition groups and applications in supramolecular chemistry of these structurally related molecular clefts are reviewed.
KW - Host-guest
KW - Kagan's ether
KW - Molecular cleft
KW - Molecular recognition
KW - Tröger's base
KW - Tweezer
UR - http://www.scopus.com/inward/record.url?scp=23344434528&partnerID=8YFLogxK
U2 - 10.1080/10610270500073796
DO - 10.1080/10610270500073796
M3 - Review article
SN - 1061-0278
VL - 17
SP - 369
EP - 375
JO - Supramolecular Chemistry
JF - Supramolecular Chemistry
IS - 5
ER -