Reactivity of sp2 Nitrogen and Phosphorus in a Stable Imidazolophosphinine
journal contributionposted on 23.01.2018, 16:06 by Haiyang Huang, Guanyu Tao, Zhibin Wei, Jingjing Hou, Min-can Wang, Zheng Duan, François Mathey
A polycyclic imidazolophosphinine has been synthesized by collapse of the bridge of an appropriate 7-phosphanorbornene. This stable compound has been characterized by X-ray crystal structure analysis. It is fully planar with a PC bond length of 1.733(4) Å. The lone pair at P is poorly reactive and corresponds to HOMO–3. The compound reacts with a protic acid and methyl iodide at the sp2 nitrogen and with AuCl with the α-methoxy substituent, yielding a zwitterionicacylphosphidewhose complexation at P gives a bis-gold complex. Both the protonated product and the bis-gold complex have been characterized by X-ray crystal structure analysis.
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X-ray crystal structure analysisReactivityprotonated productÅ.methyl iodidereactive7- phosphanorbornenezwitterionicacylphosphidewhose complexationsp 2 nitrogenAuClprotic acidsp 2 NitrogencollapsePhosphoruα- methoxy substituentStable Imidazolophosphininecompoundpolycyclic imidazolophosphininelengthHOMObis-goldbond