Osmapyridine and Osmapyridinium from a formal [4+2] cycloaddition reaction

Bin Liu; Huijuan Wang; Hujun Xie; Birong Zeng; Jinxiang Chen; Jun Tao; Ting Bin Wen; Zexing Cao; Haiping Xia

doi:10.1002/anie.200900998

Osmapyridine and Osmapyridinium from a formal [4+2] cycloaddition reaction

Bin Liu, Huijuan Wang, Hujun Xie, Birong Zeng, Jinxiang Chen, Jun Tao, Ting Bin Wen, Zexing Cao, Haiping Xia^*

^*Corresponding author for this work

Xiamen University

Research output: Contribution to journal › Article › peer-review

87 Citations (Scopus)

Abstract

Metalla-cycloaddition: An unprecedented formal [4+2] cycloaddition reaction takes place when osmium hydrido alkenylcarbyne 1 reacts with acetonitrile to afford the first metallapyridinium complex 2 in high yield (see scheme). Deprotonation of 2 gives the first osmapyridine compound 3. Treatment of 3 with HBF₄ can regenerate 2 in almost quantitative yield.

Original language	English
Pages (from-to)	5430-5434
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	48
Issue number	30
DOIs	https://doi.org/10.1002/anie.200900998
Publication status	Published - 13 Jul 2009
Externally published	Yes

Keywords

Aromaticity
Cycloaddition
Metallacycles
Osmium
Paramagnetism

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10.1002/anie.200900998

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Liu, B., Wang, H., Xie, H., Zeng, B., Chen, J., Tao, J., Wen, T. B., Cao, Z., & Xia, H. (2009). Osmapyridine and Osmapyridinium from a formal [4+2] cycloaddition reaction. Angewandte Chemie - International Edition, 48(30), 5430-5434. https://doi.org/10.1002/anie.200900998

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abstract = "Metalla-cycloaddition: An unprecedented formal [4+2] cycloaddition reaction takes place when osmium hydrido alkenylcarbyne 1 reacts with acetonitrile to afford the first metallapyridinium complex 2 in high yield (see scheme). Deprotonation of 2 gives the first osmapyridine compound 3. Treatment of 3 with HBF4 can regenerate 2 in almost quantitative yield.",

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AU - Chen, Jinxiang

AU - Tao, Jun

AU - Wen, Ting Bin

AU - Cao, Zexing

AU - Xia, Haiping

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KW - Aromaticity

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KW - Metallacycles

KW - Osmium

KW - Paramagnetism

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JF - Angewandte Chemie - International Edition

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ER -

Osmapyridine and Osmapyridinium from a formal [4+2] cycloaddition reaction

Abstract

Keywords

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