五氰基環戊二烯

五氰基環戊二烯
	IUPAC名; Cyclopenta-1,3-diene-1,2,3,4,5-pentacarbonitrile
識別
CAS號	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
性質
化學式	C10HN5
摩爾質量	191.15 g·mol−1
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

五氰基環戊二烯是環戊二烯的五氰基衍生物，化學式為C₅H(CN)₅.它所對應的陰離子為C₅(CN)₅⁻。和其它含C₅環的陰離子相比，它於金屬鍵合在氰基上，而不是C₅環上。其陰離子最初由Webster於1960年代發現，^[1]其共軛酸後來被發現。^[2]近期，Wright發現了它有廣闊的配位化學性質。^[3]^[4]

參考文獻

^ 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.

[1]

[2]

[3]

[4]