A Phosphorus Analogue of Acenaphthylene | Zendy

Huang Haiyang | Zendy; Wei Zhibin | Zendy; Wang Mincan | Zendy; Duan Zheng | Zendy; Mathey François | Zendy

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A Phosphorus Analogue of Acenaphthylene

Author(s) -

Huang Haiyang,

Wei Zhibin,

Wang Mincan,

Duan Zheng,

Mathey François

Publication year - 2017

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201700766

Subject(s) - chemistry , deprotonation , acenaphthylene , lone pair , molecule , double bond , methanol , crystallography , phosphorus , salt bridge , hydrogen bond , crystal structure , bond length , molecular geometry , stereochemistry , organic chemistry , ion , phenanthrene , biochemistry , mutant , gene

A 1‐phosphaacenaphthylene has been obtained by the deprotonation and collapse of the phosphorus bridge of an appropriate 7‐phosphanorbornenium salt. DFT computations showed that the molecule has an elongated P=C double bond of 1.736 Å with a strained C–P=C angle of 88.9°. The P lone pair corresponds to the HOMO–2. Its complexation by [W(CO) 5 ] or AuCl induced a clean addition of methanol and water to the P=C double bond. The water addition product was characterized by X‐ray crystal structure analysis.

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