Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes

Lai-Hon Chung; Chi-Fung Yeung; Hau-Lam Shek; Chun-Yuen Wong

doi:10.1039/c9fd00048h

Author(s)

Related Research Unit(s)

Detail(s)

Original language	English
Pages (from-to)	196-207
Journal / Publication	Faraday Discussions
Volume	220
Online published	25 Jun 2019
Publication status	Published - 1 Dec 2019

Link(s)

DOI	DOI https://doi.org/10.1039/c9fd00048h Final Published version
	Check@CityULib
Link to Scopus	https://www.scopus.com/record/display.uri?eid=2-s2.0-85075958575&origin=recordpage
Permanent Link	https://scholars.cityu.edu.hk/en/publications/publication(4241da0f-0e48-4b79-b28e-3fec0a067765).html

Abstract

The first C3-metalated indolizine complex was prepared from the reaction between cis-[Os(dppm)₂Cl₂] (dppm = 1,1-bis(diphenylphosphino)methane) and propargylic pyridine, HC≡CC(OH)(2-py)₂. A phosphonium ring-fused bicyclic osmafuran complex was also prepared from the reaction between cis-[Os(dppm)₂Cl₂] and pyridyl ynone, HC≡C(C=O)(2-py). The formation of these two products revealed the intermediacy of metal-vinylidene species regarding [Os(dppm)₂Cl]⁺-mediated alkyne transformations. Comparison of the d⁶ transition-metal precursors employed to activate HC≡CC(OH)(2-py)₂ suggests that precursors with higher π-basicity favor the vinylidene-involving pathway.

Citation Format(s)

[ RIS ] [ BibTeX ]

Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes. / Chung, Lai-Hon; Yeung, Chi-Fung ; Shek, Hau-Lam et al.
In: Faraday Discussions, Vol. 220, 01.12.2019, p. 196-207.

Research output: Journal Publications and Reviews (RGC: 21, 22, 62) › 21_Publication in refereed journal › peer-review

Chung, L-H, Yeung, C-F , Shek, H-L & Wong, C-Y 2019, 'Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes', Faraday Discussions, vol. 220, pp. 196-207. https://doi.org/10.1039/c9fd00048h

Chung, L-H., Yeung, C-F., Shek, H-L., & Wong, C-Y. (2019). Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes. Faraday Discussions, 220, 196-207. https://doi.org/10.1039/c9fd00048h

Chung L-H, Yeung C-F , Shek H-L , Wong C-Y. Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes. Faraday Discussions. 2019 Dec 1;220:196-207. Epub 2019 Jun 25. doi: 10.1039/c9fd00048h

Chung, Lai-Hon ; Yeung, Chi-Fung ; Shek, Hau-Lam et al. / Isolation of a C3-metalated indolizine complex and a phosphonium ring-fused bicyclic metallafuran from the osmium-induced transformation of pyridine-tethered alkynes. In: Faraday Discussions. 2019 ; Vol. 220. pp. 196-207.