25308-60-5Relevant articles and documents
Semiempirical Calculation of the Triplet-Triplet Absorption Spectra of 2-Anthrylethylenes Undergoing Photochemical One-Way Isomerization
Karatsu, Takashi,Arai, Tatsuo,Sakuragi, Hirochika,Tokumaru, Katsumi,Wirz, Jakob
, p. 891 - 894 (1994)
Semiempirical PPP-SCF-SCI calculations support the assignment of the triplet-triplet absorption spectra of 2-anthrylethylenes to the planar trans conformations, which act as a key intermediate in adiabatic cis-to-trans one-way isomerization on the triplet energy surface.
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Grubbs,E.J. et al.
, p. 935 - 944 (1971)
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Supramolecular complexation and enantiodifferentiating photocyclodimerization of 2-anthracenecarboxylic acid with 4-aminoprolinol derivatives as chiral hydrogen-bonding templates
Kawanami, Yuko,Pace, Tamara C. S.,Mizoguchi, Jun-Ichi,Yanagi, Toshiharu,Nishijima, Masaki,Mori, Tadashi,Wada, Takehiko,Bohne, Cornelia,Inoue, Yoshihisa
experimental part, p. 7908 - 7921 (2010/01/16)
(Figure Presented) The photochirogenesis of 2-anthracenecarboxylic acid (AC) complexed to a hydrogen-bonding template (TKS159) was investigated to obtainmechanistic information on how chirogenesis is achieved for the dimerization of AC. Complexation of AC to TKS159 leads to the shielding of one of the two surfaces of the prochiral AC molecule. The two diastereomeric AC-TKS complexes, i.e., re-AC-TKS and si-AC-TKS, were characterized by changes in the UV-vis, fluorescence, and circular dichroism spectra and excited-state lifetimes. The ee is not simply determined by the diastereomeric ratio of the re- and si-AC-TKS complexes but also depends on the relative lifetimes of the diastereomeric complexes. The relative population of the re and si complexes was calculated from the enantiomeric excess (ee) for the products, taking into account the relative lifetimes of the two complexes. These studies established a protocol that can be used to reveal the mechanism for photochirogenesis by investigating the ground state and the excited state behavior of supramolecular systems. 2009 American Chemical Society.