γ-CD affords HT cyclodimers 18 and 19 in 55% and 33% yield upon irradiation at
300 nm but in 31% and 61% at 440 nm with accompanying inversion of the anti/syn
ratio. Also, the ee’s of 19 and 20 obtained with native and modified γ-CDs are
significantly affected by the irradiation wavelength to reach the highest values of
54% and À37%, respectively, for native γ-CD by adjusting the irradiation wavelength,
solvent, added salt, and temperature [43].
In summary, the representative supramolecular photochirogenesis of AC mediated by γ-CD involves the three key steps illustrated in Fig. 10, where the overall
Fig. 8 Photocyclodimerization of AC via diastereomeric re-re, re-si/si-re, and si-si 2:2 complexes
with β-CD to regular 9,10:9
0 ,10
0 -cyclodimers 18 and 19 and slipped 5,8:9
0 ,10
0 -cyclodimers 36 and
37 in a capsule composed of two β-CDs
18 Supramolecular Photochirogenesis with Cyclodextrin
521
300 nm but in 31% and 61% at 440 nm with accompanying inversion of the anti/syn
ratio. Also, the ee’s of 19 and 20 obtained with native and modified γ-CDs are
significantly affected by the irradiation wavelength to reach the highest values of
54% and À37%, respectively, for native γ-CD by adjusting the irradiation wavelength,
solvent, added salt, and temperature [43].
In summary, the representative supramolecular photochirogenesis of AC mediated by γ-CD involves the three key steps illustrated in Fig. 10, where the overall
Fig. 8 Photocyclodimerization of AC via diastereomeric re-re, re-si/si-re, and si-si 2:2 complexes
with β-CD to regular 9,10:9
0 ,10
0 -cyclodimers 18 and 19 and slipped 5,8:9
0 ,10
0 -cyclodimers 36 and
37 in a capsule composed of two β-CDs
18 Supramolecular Photochirogenesis with Cyclodextrin
521