25308-60-5Relevant academic research and scientific papers
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.
Synthesis and properties of acene dimers linked by a 1,3,4-oxadiazole spacer
Ono, Katsuhiko,Wakida, Mayuko,Hosokawa, Ryohei,Saito, Katsuhiro,Nishida, Jun-ichi,Yamashita, Yoshiro
, p. 85 - 90 (2007)
Acene dimers linked by a 1,3,4-oxadiazole spacer were synthesized and their physical, optical, and electrochemical properties were investigated. The melting points and electron affinities of the dimers increased in the following order: benzene, naphthalene, and anthracene. The longest absorption maximum was red-shifted with an increase in the number of benzene rings. The conjugation between the two acene moieties through the oxadiazole spacer was not strong. Although no OFET properties were observed in a bottom contact device using the anthracene dimer as an active layer, the molecules were perpendicularly arranged on the substrate to form π-stacking films as observed in the X-Ray diffraction analysis.
Tunable chiral reaction media based on two-component liquid crystals: Regio-, diastereo-, and enantiocontrolled photodimerization of anthracenecarboxylic acids
Ishida, Yasuhiro,Achalkumar, Ammathnadu S.,Kato, Shun-Ya,Kai, Yukiko,Misawa, Aya,Hayashi, Yumi,Yamada, Kuniyo,Matsuoka, Yuki,Shiro, Motoo,Saigo, Kazuhiko
supporting information; experimental part, p. 17435 - 17446 (2011/02/27)
Three kinds of enantiopure amphiphilic amino alcohols (1a-c) were newly synthesized, of which the stereochemistry of the stereogenic carbons adjacent to the amino (C2) and hydroxy (C1) groups was systematically varied. By using these amino alcohols and fo
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.
The Preparation and Reactions of Naphthofuran and Naphthofuran
Smith, James G.,Dibble, Peter W.,Sandborn, Richard E.
, p. 3762 - 3768 (2007/10/02)
The syntheses of 1,3-dihydro-1- and 1,3-dihydro-3-hydroxynaphthofuran are described.Upon treatment with acid, these compounds undergo 1,4-elimination of water to generate the reactive naphthofuran, which is trapped in situ by a variety of dienophiles.Aromatization of the resulting adducts gives access to 2,3-disubstituted phenanthrenes or benzanthracenes.In addition, it has been shown that the hemiacetal, 1,3-dihydro-1-hydroxynaphthofuran, which exists in tautomeric equilibrium with 3-(hydroxymethyl)-2-naphthaldehyde, serves as a convenient source of naphthofuran.This furan can also be trapped by a variety of dienophiles.The resulting Diels-Alder adducts can be aromatized, giving substituted anthracenes.The use of aromatic 1,4-quinones as dienophiles leads to linear polycyclic aromatic quinones of four to seven rings.
