有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
総説および総合論文
ヘリセンのロジウム触媒を用いたエナンチオ選択的合成とキロプティカル特性
田中 健山野 諒太柴田 祐
著者情報
ジャーナル 認証あり

2017 年 75 巻 5 号 p. 458-465

詳細
抄録

The enantioselective synthesis of helicenes have been achieved via the rhodium-catalyzed [2+2+2] cycloaddition. The rhodium-catalyzed enantioselective intramolecular [2+2+2] cycloaddition of 2-naphthol-linked triynes afforded [7]helicenes with good yields and ee values. The rhodium-catalyzed enantioselective double intramolecular [2+2+2] cycloaddition of a 2-naphthol-linked hexayne also proceeded to give a [11]helicene-like molecule with high ee value, although the product yield was low. Not only the intramolecular reactions but also intermolecular ones were accomplished by combination of electron-rich tetraynes and electron-poor diynes to give [7]- and [9]helicenes, and hetero[7]helicenes in varying yields and ee values. Fluorescence quantum yields of thus synthesized helicenes were higher than unfunctionalized carbohelicenes and some of them exhibited excellent circular polarized luminescence (CPL) activity.

著者関連情報
© 2017 社団法人 有機合成化学協会
前の記事 次の記事
feedback
Top