Insight into functionalized-macrocycles-guided supramolecular photocatalysis

• Minzan Zuo,
• Krishnasamy Velmurugan,
• Kaiya Wang,
• Xueqi Tian and
• Xiao-Yu Hu

Beilstein J. Org. Chem. 2021, 17, 139–155, doi:10.3762/bjoc.17.15

• guest and a less efficient asymmetric induction. In contrast, α-7a and γ-CD 9a produced (E)-6 with a poor ee (<3 and 5%, respectively) because of the size mismatch between (Z)-6 and this host cavity. These results suggested that the ee value of the supramolecular photochirogenesis system depend on

Cyclodextrin nanosponge-sensitized enantiodifferentiating photoisomerization of cyclooctene and 1,3-cyclooctadiene

• Wenting Liang,
• Cheng Yang,
• Masaki Nishijima,
• Gaku Fukuhara,
• Tadashi Mori,
• Andrea Mele,
• Franca Castiglione,
• Fabrizio Caldera,
• Francesco Trotta and
• Yoshihisa Inoue

Beilstein J. Org. Chem. 2012, 8, 1305–1311, doi:10.3762/bjoc.8.149

• the photochirogenic reaction. Keywords: cyclodextrins; 1,3-cyclooctadiene; cyclooctene; nanosponge; photochirogenesis; photoisomerization; Introduction The precise control of chiral photoreactions, or photochirogenesis, is one of the most challenging topics in current photochemistry [1][2][3]. Weak

• intermolecular interactions, short lifetime and high reactivity of the excited-state substrate are the major causes that prevent efficient asymmetric induction in chiral photochemistry. A supramolecular approach to photochirogenesis provides a convenient and also promising tool to facilitate the excited-state

• play crucial roles in controlling supramolecular photochirogenesis. Amongst the chiral supramolecular hosts that have been applied to photochirogenesis, cyclodextrin (CD) is undoubtedly the most frequently employed, probably due to its ready availability, modifiability, inherently chiral cavity, and

Supramolecular FRET photocyclodimerization of anthracenecarboxylate with naphthalene-capped γ-cyclodextrin

• Qian Wang,
• Cheng Yang,
• Gaku Fukuhara,
• Tadashi Mori,
• Yu Liu and
• Yoshihisa Inoue

Beilstein J. Org. Chem. 2011, 7, 290–297, doi:10.3762/bjoc.7.38

• γ-cyclodextrin; FRET sensitization; 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

• design of chiral host is considered to be one of the most important aspects for manipulating stereoselectivity in supramolecular photochirogenesis. We have recently focused our attention on enantiodifferentiation in the photocyclodimerization of anthracenecarboxylate (AC) as a representative bimolecular

• photochirogenic system for the elucidation of the factors and mechanism that control supramolecular photochirogenesis [12][13][14][15][16][17][18][19][20][21][22]. Photocyclodimerization of AC leads to the formation of four stereoisomeric cyclodimers 1–4, of which syn-head-to-tail (HT) 2 and anti-head-to-head (HH