双(三苯基膦)碳化物

双(三苯基膦)碳化物
	IUPAC名; Methanediylidenebis(triphenyl-λ5-phosphane)
别名	碳化双(三苯基膦)
识别
CAS号	7533-52-0
PubChem	11158793
ChemSpider	9333895
SMILES	C1=CC=C(C=C1)P(=C=P(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)(C5=CC=CC=C5)C6=CC=CC=C6;
性质
化学式	C37H30P2
摩尔质量	536.58 g·mol−1
外观	黄色固体
密度	1.205 g/cm3
熔点	198-201 °C
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

双(三苯基膦)碳化物或碳化双(三苯基膦)^[1]是一种有机磷化合物，化学式为C(PPh₃)₂，其中Ph表示苯基（C₆H₅）。它是对潮湿敏感的黄色固体，碳原子上明显具有负电荷，是一种叶立德。它和双(三苯基膦)亚铵是等电子体。该分子的∠P-C-P键角为131 °，^[2]碳为零价^[3]。它可由钾还原[HC(PPh₃)₂]Br制得。^[4]它可以和四羰基镍迅速反应，生成(CO)₃NiC(PPh₃)₂。^[5]

参考文献

^ 注释：该名称因技术原因无法用作标题
^ Tonner, Ralf; Oexler, Florian; Neumueller, Bernhard; Petz, Wolfgang; Frenking, Gernot. Carbodiphosphoranes: The Chemistry of Divalent Carbon(0). Angewandte Chemie International Edition. 2006, 45 (47): 8038–8042. PMID 17075933. doi:10.1002/anie.200602552.
^ Liberman-Martin, Allegra L. The emergence of zerovalent carbon compounds from structural curiosities to organocatalysts. Cell Reports Physical Science (Elsevier BV). 2023, 4 (8): 101519. ISSN 2666-3864. doi:10.1016/j.xcrp.2023.101519.
^ Ramirez, Fausto; Desai, N. B.; Hansen, B.; McKelvie, N. Hexaphenylcarbodiphosphorane, (C₆H₅)₃P:C:P(C₆H₅)₃. Journal of the American Chemical Society. 1961, 83 (16): 3539–40. doi:10.1021/ja01477a052.
^ Petz, Wolfgang; Weller, Frank; Uddin, Jamal; Frenking, Gernot. Reaction of Carbodiphosphorane Ph₃PCPPh₃ with Ni(CO)₄. Experimental and Theoretical Study of the Structures and Properties of (CO)₃NiC(PPh₃)₂ and (CO)₂NiC(PPh₃)₂. Organometallics (American Chemical Society (ACS)). 1999-01-20, 18 (4): 619–626. ISSN 0276-7333. doi:10.1021/om9804632.

[1] 注释：该名称因技术原因无法用作标题

[2] Tonner, Ralf; Oexler, Florian; Neumueller, Bernhard; Petz, Wolfgang; Frenking, Gernot. Carbodiphosphoranes: The Chemistry of Divalent Carbon(0). Angewandte Chemie International Edition. 2006, 45 (47): 8038–8042. PMID 17075933. doi:10.1002/anie.200602552.

[3] Liberman-Martin, Allegra L. The emergence of zerovalent carbon compounds from structural curiosities to organocatalysts. Cell Reports Physical Science (Elsevier BV). 2023, 4 (8): 101519. ISSN 2666-3864. doi:10.1016/j.xcrp.2023.101519.

[4] Ramirez, Fausto; Desai, N. B.; Hansen, B.; McKelvie, N. Hexaphenylcarbodiphosphorane, (C₆H₅)₃P:C:P(C₆H₅)₃. Journal of the American Chemical Society. 1961, 83 (16): 3539–40. doi:10.1021/ja01477a052.

[5] Petz, Wolfgang; Weller, Frank; Uddin, Jamal; Frenking, Gernot. Reaction of Carbodiphosphorane Ph₃PCPPh₃ with Ni(CO)₄. Experimental and Theoretical Study of the Structures and Properties of (CO)₃NiC(PPh₃)₂ and (CO)₂NiC(PPh₃)₂. Organometallics (American Chemical Society (ACS)). 1999-01-20, 18 (4): 619–626. ISSN 0276-7333. doi:10.1021/om9804632.

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相关化合物

参考文献