Facile formation of five-membered N-heterocyclic zirconacycloallenoids

Santhosh Kumar Podiyanachari; Roland Fröhlich; Constantin G. Daniliuc; Jeffrey L. Petersen; Gerald Kehr; Gerhard Erker; Noriyuki Suzuki; Shin Yuasa; Keita Hagimori; Shota Inoue; Takumi Asada; Takahiko Takemoto; Yoshiro Masuyama

doi:10.1039/C2DT31343J

Facile formation of five-membered N-heterocyclic zirconacycloallenoids†

Santhosh Kumar Podiyanachari,^a Roland Fröhlich,‡^a Constantin G. Daniliuc,‡^a Jeffrey L. Petersen,‡^b Gerald Kehr,^a Gerhard Erker,*^a Noriyuki Suzuki,*^c Shin Yuasa,^c Keita Hagimori,^c Shota Inoue,^c Takumi Asada,^c Takahiko Takemoto^c and Yoshiro Masuyama^c

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* Corresponding authors

^a Organisch-Chemisches Institut, Universität Münster, Corrensstrasse 40, D-48149 Münster, Germany
E-mail: erker@uni-muenster.de

^b Bennett Department of Chemistry, West Virginia University, P.O. Box 6045, Morgantown, WV 26506, USA

^c Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University, 7-1 Kioi-cho, Chiyoda-ku, Tokyo, Japan
E-mail: norisuzuki@sophia.ac.jp

Abstract

The reaction of η²-iminozirconocene chloride complexes with trimethylsilylethynyl lithium leads to rapid C–C coupling at room temperature to yield the corresponding five-membered aza-zirconacycloallenoids. Such compounds were also obtained by trapping of in situ generated zirconocene with alkynyl imines.

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Facile formation of five-membered N-heterocyclic zirconacycloallenoids†

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