Beilstein J. Org. Chem.2011,7, 290–297, doi:10.3762/bjoc.7.38
modified γ-CDs produced more head-to-head (HH) dimers in much better enantiomeric excesses (ee) for anti-HH dimer compared to native γ-CD. Interestingly, FRET excitation further enhanced the chemical and optical yields of anti-HH dimer up to 36% and 35% ee, for which the highly efficient FRETsensitization
within the CD cavity, minimizing the “contamination” from the achiral “outside” photoreaction, is responsible. FRETsensitization also enabled us to achieve the catalytic photocyclodimerization of AC with a sub-equivalent amount of chiral supramolecular host.
Keywords: anthracenecarboxylic acid; capped
γ-cyclodextrin; FRETsensitization; photochirogenesis; photocyclodimerization; Introduction
Chiral photochemistry, often characterized by low optical yields, remains a great challenge for chemists [1][2][3]. This situation reflects primarily the difficulty in efficiently transferring the
PDF
Graphical Abstract
Scheme 1:
Biphenyl-capped (5), naphthalene-capped (6), and naphthalene-appended γ-cyclodextrin (7).