五氰基环戊二烯

五氰基环戊二烯
	IUPAC名; Cyclopenta-1,3-diene-1,2,3,4,5-pentacarbonitrile
识别
CAS号	69239-40-3
ChemSpider	11484097
SMILES	C(#N)C1C(=C(C(=C1C#N)C#N)C#N)C#N;
InChI	1/C10HN5/c11-1-6-7(2-12)9(4-14)10(5-15)8(6)3-13/h6H;
InChIKey	SZRONZXSOSCLOK-UHFFFAOYAD
性质
化学式	C10HN5
摩尔质量	191.15 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

五氰基环戊二烯是环戊二烯的五氰基衍生物，化学式为C₅H(CN)₅.它所对应的阴离子为C₅(CN)₅⁻。和其它含C₅环的阴离子相比，它于金属键合在氰基上，而不是C₅环上。其阴离子最初由Webster于1960年代发现，^[1]其共轭酸后来被发现。^[2]近期，Wright发现了它有广阔的配位化学性质。^[3]^[4]

参考文献

^ Webster, O. W. Diazotetracyanocyclopentadiene. Journal of the American Chemical Society. 1966, 88 (17): 4055–4060. doi:10.1021/ja00969a029.
^ Reed, C. Exploration of the pentacyano-cyclo-pentadienide ion, C5(CN)5?, as a weakly coordinating anion and potential superacid conjugate base. Chem. Commun. 2004: 706. doi:10.1039/b316122f.
^ Wright, D. S. Transition metal complexes of the pentacyanocyclopentadienide anion. Chem. Commun. 2011, 47: 10007. doi:10.1039/c1cc13021h.
^ Wright, D. S. Group 11 complexes containing the [C5(CN)5]− ligand; ‘coordination-analogues’ of molecular organometallic systems. Dalton Trans. 2012, 41: 5919. doi:10.1039/c2dt30274h.

[Webster-1] Webster, O. W. Diazotetracyanocyclopentadiene. Journal of the American Chemical Society. 1966, 88 (17): 4055–4060. doi:10.1021/ja00969a029.

[Reed-2] Reed, C. Exploration of the pentacyano-cyclo-pentadienide ion, C5(CN)5?, as a weakly coordinating anion and potential superacid conjugate base. Chem. Commun. 2004: 706. doi:10.1039/b316122f.

[Wright1-3] Wright, D. S. Transition metal complexes of the pentacyanocyclopentadienide anion. Chem. Commun. 2011, 47: 10007. doi:10.1039/c1cc13021h.

[Wright2-4] Wright, D. S. Group 11 complexes containing the [C5(CN)5]− ligand; ‘coordination-analogues’ of molecular organometallic systems. Dalton Trans. 2012, 41: 5919. doi:10.1039/c2dt30274h.

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