title: Reversible Stereoselective Folding/Unfolding Fueled by the Interplay of Photoisomerism and Hydrogen Bonding.
abstract: A linear molecular architecture equipped with complementary three-fold hydrogen-bonding units embedded with a photoswitchable trans-tetrafluoroazobenzene moiety was synthesized. The transto cis photoisomerism of the azobenzene unit induced drastic changes in the molecular architecture as a result of intramolecular hydrogen bonding as evidenced by NMR spectroscopy and size exclusion chromatography. A minute stereogenic element in the linear trans state enabled stereoselective folding into the cis state, thus producing a globular architecture with enhanced chiroptical property.
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo, 141-0021, Japan.
authors.forename: Christopher R
authors.initials: CR
authors.lastname: Opie
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo, 141-0021, Japan.
authors.forename: Naoya
authors.identifier: 0000-0003-1843-2592
authors.initials: N
authors.lastname: Kumagai
authors.affiliation: Institute of Microbial Chemistry (BIKAKEN), Tokyo, 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo, 141-0021, Japan.
authors.forename: Masakatsu
authors.identifier: 0000-0001-8862-582X
authors.initials: M
authors.lastname: Shibasaki
keywords: azo compounds; foldamers; helical structures; hydrogen bonds; photochromism