title: Dual supramolecular photochirogenesis: ultimate stereocontrol of photocyclodimerization by a chiral scaffold and confining host.
abstract: In contrast to the brilliant success in thermal asymmetric synthesis, precise stereocontrol remains a great challenge in chiral photochemistry because of the lack of effective tools and methodologies for controlling the short-lived, weakly interacting, and highly reactive electronically excited species. In this work, we achieved this goal through the "dual-chiral, dual-supramolecular" photochirogenesis approach, which enabled us to realized dramatic acceleration and perfect stereocontrol in one of the most representative photoreactions. Thus, the [4 + 4] photocyclodimerization of 2-anthracenecarboxylate tethered to an α-cyclodextrin scaffold was accelerated by a γ-cyclodextrin or cucurbit[8]uril host and gave a single enantiomeric cyclodimer (out of four possible chiral and achiral stereoisomers) in up to 98% chemical and 99% optical yield.
authors.affiliation: PRESTO, Japan Science and Technology Agency, Osaka University, Suita, Japan.
authors.forename: Cheng
authors.initials: C
authors.lastname: Yang
authors.forename: Chenfeng
authors.initials: C
authors.lastname: Ke
authors.forename: Wenting
authors.initials: W
authors.lastname: Liang
authors.forename: Gaku
authors.initials: G
authors.lastname: Fukuhara
authors.forename: Tadashi
authors.initials: T
authors.lastname: Mori
authors.forename: Yu
authors.initials: Y
authors.lastname: Liu
authors.forename: Yoshihisa
authors.initials: Y
authors.lastname: Inoue