Synthesis and stereochemical properties of chiral hetero[7]helicenes structured by a benzodiheterole ring core

Sachie Arae, Takaaki Mori, Takahiro Kawatsu, Daiki Ueda, Yusuke Shigeta, Nobutsugu Hamamoto, Hitoshi Fujimoto, Michinori Sumimoto, Tatsushi Imahori, Kazunobu Igawa, Katsuhiko Tomooka, Tharmalingam Punniyamurthy, Ryo Irie

研究成果: ジャーナルへの寄稿記事

6 引用 (Scopus)

抜粋

A new hetero[7]helicene 1NN structured by a diazabenzodiheterole (pyrroloindole) ring core was successfully synthesized by catalytic domino cyclodehydrogenation with Pd(OAc)2 and O2 as the key step. Significantly, 1NN was stereochemically stable at room temperature and could be subjected to optical resolution by chiral HPLC. Furthermore, kinetic analysis of 1NN and DFT calculations on its variants revealed that the stereo-chemical stability of the benzodiheterole-based helicenes was highly dependent on not only the heteroaromatic ring component but also on the N-substituent of the pyrrole ring unit.

元の言語英語
ページ(範囲)1214-1216
ページ数3
ジャーナルChemistry Letters
46
発行部数8
DOI
出版物ステータス出版済み - 1 1 2017

    フィンガープリント

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

これを引用

Arae, S., Mori, T., Kawatsu, T., Ueda, D., Shigeta, Y., Hamamoto, N., ... Irie, R. (2017). Synthesis and stereochemical properties of chiral hetero[7]helicenes structured by a benzodiheterole ring core. Chemistry Letters, 46(8), 1214-1216. https://doi.org/10.1246/cl.170410