Doubly N-Methylated Porphyrinoids.
Chirality-induced aromatic π-electronic macrocycles, porphyrin and corroles, were synthesized through doubly inner N-methylation through multistep and one-pot reactions, respectively. The exact structures of doubly N-methylated porphyrin and corroles were revealed by single-crystal synchrotron X-ray analysis, exhibiting two N-methyl groups located on neighboring pyrrole rings in up/down conformations. These doubly inner N-substitutions of the π-electronic macrocycles induced distorted geometries, resulting in chiroptical properties after optical resolutions.
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University , Kusatsu 525-8577, Japan.
Wakana
W
Naito
Research and Utilization Division, Japan Synchrotron Radiation Research Institute , Sayo 679-5198, Japan.
Nobuhiro
N
Yasuda
Department of Applied Chemistry, School of Engineering, Tokyo University of Technology , Hachioji 192-0982, Japan.
Tatsuki
T
Morimoto
Department of Physics, Graduate School of Pure and Applied Sciences, University of Tsukuba , Tsukuba 305-8577, Japan.
Yasuteru
Y
Shigeta
International Research Center for Elements Science, Institute for Chemical Research, Kyoto University , Uji 611-0011, Japan.
Hikaru
H
Takaya
Department of Material and Life Science, Graduate School of Engineering, Osaka University , Suita 565-0871, Japan.
Ichiro
I
Hisaki
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University , Kusatsu 525-8577, Japan.
Hiromitsu
H
Maeda