Volume 2019, Issue 39-40 p. 4224-4227

Communication

[2+2] Cycloadduct of Titanium Silylidene and Benzonitrile

Corresponding Author

leevya@chem.tsukuba.ac.jp

orcid.org/0000-0002-6527-5342

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, Tsukuba 305‐8571, Ibaraki, Japan

E‐mail: a.sekiguchi@aist.go.jp

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Satoru Horiguchi

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Present address: Asia Industry Co., Ltd., 22 Kawarai‐cho, Kuki‐shi, Saitama 346–0028, JapanSearch for more papers by this author

Olga A. Gapurenko

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Ruslan M. Minyaev

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Vladimir I. Minkin

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Heinz Gornitzka

CNRS, LCC, Graduate School of Pure and Applied Sciences, Université de Toulouse, UPS, INPT, 205 route de Narbonne, BP 44099, 31077 Toulouse Cedex 4, France

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Akira Sekiguchi

Corresponding Author

a.sekiguchi@aist.go.jp

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Present address: Interdisciplinary Research Center for Catalytic Chemistry, National Institute of Advanced Industrial Science and Technology,Central‐5, 1‐1‐1 Higashi, Tsukuba 305–8565, JapanE‐mail: leevya@chem.tsukuba.ac.jp

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, Tsukuba 305‐8571, Ibaraki, Japan

E‐mail: a.sekiguchi@aist.go.jp

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Vladimir Ya. Lee

Corresponding Author

leevya@chem.tsukuba.ac.jp

orcid.org/0000-0002-6527-5342

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, Tsukuba 305‐8571, Ibaraki, Japan

E‐mail: a.sekiguchi@aist.go.jp

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Satoru Horiguchi

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Present address: Asia Industry Co., Ltd., 22 Kawarai‐cho, Kuki‐shi, Saitama 346–0028, JapanSearch for more papers by this author

Olga A. Gapurenko

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Ruslan M. Minyaev

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Vladimir I. Minkin

Institute of Physical and Organic Chemistry, Graduate School of Pure and Applied Sciences, Southern Federal University, 194/2 Stachki Ave., 344090 Rostov on Don, Russian Federation

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Heinz Gornitzka

CNRS, LCC, Graduate School of Pure and Applied Sciences, Université de Toulouse, UPS, INPT, 205 route de Narbonne, BP 44099, 31077 Toulouse Cedex 4, France

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Akira Sekiguchi

Corresponding Author

a.sekiguchi@aist.go.jp

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, 305‐8571 Ibaraki, Tsukuba, Japan

Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, 1‐1‐1 Tennodai, Tsukuba 305‐8571, Ibaraki, Japan

E‐mail: a.sekiguchi@aist.go.jp

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First published: 29 August 2019

https://doi.org/10.1002/ejic.201900601

Citations: 2

Abstract

The first [2+2] cycloadduct of the transition metal silylene complex and nitrile was synthesized by the reaction of titanium silylidene and benzonitrile. Only one regioisomer was exclusively isolated, in which the C atom of the nitrile group was bound to titanium whereas the N atom was bound to silicon, which was explained by steric effects. Based on its NMR spectroscopic and X‐ray crystallographic data, this [2+2] cycloadduct was classified as possessing predominantly metallacycle resonance structure.

Abstract

The first [2+2] cycloadduct of a transition metal silylene complex and nitrile was synthesized by the reaction of titanium silylidene and benzonitrile. Based on its NMR spectroscopic and X‐ray crystallographic data, this compound has predominantly metallacycle resonance structure.