Co-reporter:Kazuto Takaishi, Jun Suzuki, Tatsuya Yabe, Hikaru Asano, Michihiro Nishikawa, Daisuke Hashizume, Atsuya Muranaka, Masanobu Uchiyama, and Akihiro Yokoyama
Organic Letters 2015 Volume 17(Issue 16) pp:4098-4101
Publication Date(Web):August 11, 2015
DOI:10.1021/acs.orglett.5b02041
An axially chiral binaphthyl-bipyridyl cyclic dyad in which the two units are connected by short −CH2O– linkers was synthesized. Experimental and theoretical analyses indicate that the (R)-binaphthyl unit in the dyad induces (R)-chirality in the bipyridyl unit, both in the solid state and in solution. It is shown that vibrational circular dichroism (VCD) is useful to determine the twisting pattern of 2,2′-bipyridyl compounds. The dyad shows crystallization-induced emission enhancement (CIEE).
Co-reporter:Akihiro Yokoyama;Suguru Nakano;Tomoaki Saiki;Tsutomu Yokozawa
Journal of Polymer Science Part A: Polymer Chemistry 2015 Volume 53( Issue 13) pp:1623-1628
Publication Date(Web):
DOI:10.1002/pola.27608
ABSTRACT
Isopropyl-substituted tri(ethylene glycol) is used as a chiral side chain of N-substituted poly(p-benzamide) in order to increase the difference of stability between the right- and left-handed helical structures of the polymer. The target polymer is synthesized by the chain-growth condensation polymerization of the corresponding monomer with an initiator using lithium 1,1,1,3,3,3-hexamethyldisilazide as a base. A circular dichroism (CD) study of the polymer reveals that the CD signal is due to an excess of a thermodynamically controlled right-handed helical structure of the polymer, and that the replacement of the methyl group with a bulkier isopropyl group at the side chain of poly(p-benzamide) increases the abundance of right-handed helical structure in chloroform. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015, 53, 1623–1628
Co-reporter:Hisato Ishikawa, Takayuki Sugiyama, Keisuke Kurita, Akihiro Yokoyama
Bioorganic Chemistry 2012 Volumes 41–42() pp:1-5
Publication Date(Web):April–June 2012
DOI:10.1016/j.bioorg.2011.12.002
We synthesized 12 derivatives of 2,3-bis(bromomethyl)quinoxaline with substituents at the 6- and/or 7-positions, and evaluated their activities against bacteria and fungi. Of the 12 compounds, nine (1a-h, 1j, and 1k) showed antibacterial activity. The derivative 1g, which bears a trifluoromethyl group at the 6-position, showed the highest activity against Gram-positive bacteria, while 1c, which has a fluoro-group at the 6-position, showed the widest antifungal activity spectrum. However, only the derivative with an ethyl ester substitution, 1k showed activity against Gram-negative bacteria.Graphical abstractTwelve 2,3-bis(bromomethyl)quinoxaline derivatives were synthesized and screened for antibacterial and antifungal activities.Highlights► Novel 2,3-bis(bromomethyl)quinoxaline derivatives were synthesized. ► Their antibacterial and antifungal activities have been reported. ► 6-(Trifluoromethyl)-2,3-bis(bromomethyl)quinoxaline had the highest antibacterial activity. ► 6-Fluoro-2,3-bis(bromomethyl)quinoxaline showed the widest antifungal activity spectrum.
Co-reporter:Tomoko Yamaguchi, Shinya Watanabe, Yuriko Matsumura, Yoshikazu Tokuoka, Akihiro Yokoyama
Bioorganic & Medicinal Chemistry 2012 20(9) pp: 3058-3064
Publication Date(Web):
DOI:10.1016/j.bmc.2012.02.063