title: Photoinversion of cisoid/transoid binaphthyls.
abstract: Axially chiral binaphthyl-azobenzene cyclic dyads in which the two moieties are connected by two linkers of different lengths were synthesized. In the case of benzylated-binaphthyl analogue 2b, photoirradiation resulted in a dramatic change of the CD spectrum and optical rotation. Experimental and theoretical analyses indicated that the dihedral angle of the two naphthalene rings is strongly coupled to the azobenzene photoisomerization; cis-azobenzene induces a transoid-binaphthyl structure, while trans-azobenzene induces a cisoid-binaphthyl structure.
authors.affiliation: RIKEN, Hirosawa 2-1, Wako, Saitama 351-0198, Japan. ktakaishi@riken.jp
authors.forename: Kazuto
authors.initials: K
authors.lastname: Takaishi
authors.forename: Atsuya
authors.initials: A
authors.lastname: Muranaka
authors.forename: Masuki
authors.initials: M
authors.lastname: Kawamoto
authors.forename: Masanobu
authors.initials: M
authors.lastname: Uchiyama
mesh_terms: D002942:Circular Dichroism; D008958:Models, Molecular; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D055668:Photochemical Processes; D013237:Stereoisomerism
chemical_list: D009281:Naphthalenes