1,2,3,4,5-五(4-丁基苯基)-1,3-环戊二烯

1,2,3,4,5-五(4-丁基苯基)-1,3-环戊二烯
别名	1,1',1'',1''',1''''-(1,3-环戊二烯-1,2,3,4,5-五基)五(4-丁基苯)
识别
CAS号	161296-28-2
SMILES	CCCCC1=CC=C(C=C1)C2C(=C(C(=C2C3=CC=C(C=C3)CCCC)C4=CC=C(C=C4)CCCC)C5=CC=C(C=C5)CCCC)C6=CC=C(C=C6)CCCC;
性质
化学式	C55H66
摩尔质量	727.11 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

1,2,3,4,5-五(4-丁基苯基)-1,3-环戊二烯是一种有机化合物，是环戊二烯的衍生物。其阴离子在夹心化合物的金属有机化学中用作大位阻的配体，通常简写为“Cp^[BIG]”。

制备

它可由钯催化的二氯化二茂锆和4-正丁基溴苯通过一步反应得到。^[1]

性质

它可以直接和一系列金属有机化合物反应，或者以钠盐或钾盐的还原态和主族金属或过渡金属的化合物反应。产生的配合物和未取代的五苯基环戊二烯配合物相比，易溶于各种溶剂。^[2]如钐和该配体形成的配合物有异常的稳定性，这可能可以通过取代基之间的氢键来解释。^[3]该配体和强碱性的锶或钡的化合物反应，得到具有共面夹心结构的化合物。^[4]

参考文献

^ Gerald Dyker, Jörg Heiermann, Masahiro Miura, Jun-Ichi Inoh, Sommai Pivsa-Art, Tetsuya Satoh, Masakatsu Nomura: Palladium-Catalyzed Arylation of Cyclopentadienes. In: Chemistry – A European Journal. 6, 2000, p. 3426–3433, doi:10.1002/1521-3765(20000915)6:18<3426::AID-CHEM3426>3.0.CO;2-B.
^ Dennis Kuchenbecker, Sjoerd Harder, Georg Jansen: Insight in Structures of Superbulky Metallocenes with the Cp^[BIG] Ligand: Theoretical Considerations of Decaphenyl-Metallocenes. In: Zeitschrift für anorganische und allgemeine Chemie. 636, 2010, p. 2257–2261, doi:10.1002/zaac.201000192.
^ Christian Ruspic, John R. Moss, Markus Schürmann, Sjoerd Harder: Remarkable Stability of Metallocenes with Superbulky Ligands: Spontaneous Reduction of SmIII to SmII. In: Angewandte Chemie International Edition. 47, 2008, p. 2121–2126, doi:10.1002/anie.200705001.
^ Lars Orzechowski, Dirk F.-J. Piesik, Christian Ruspic, Sjoerd Harder: Superbulky metallocene complexes of the heavier alkaline-earth metals strontium and barium. In: Dalton Transactions. 2008, p. 4742–4746, doi:10.1039/b809872g.

[Dyker-1] Gerald Dyker, Jörg Heiermann, Masahiro Miura, Jun-Ichi Inoh, Sommai Pivsa-Art, Tetsuya Satoh, Masakatsu Nomura: Palladium-Catalyzed Arylation of Cyclopentadienes. In: Chemistry – A European Journal. 6, 2000, p. 3426–3433, doi:10.1002/1521-3765(20000915)6:18<3426::AID-CHEM3426>3.0.CO;2-B.

[Harder3-2] Dennis Kuchenbecker, Sjoerd Harder, Georg Jansen: Insight in Structures of Superbulky Metallocenes with the Cp^[BIG] Ligand: Theoretical Considerations of Decaphenyl-Metallocenes. In: Zeitschrift für anorganische und allgemeine Chemie. 636, 2010, p. 2257–2261, doi:10.1002/zaac.201000192.

[Harder4-3] Christian Ruspic, John R. Moss, Markus Schürmann, Sjoerd Harder: Remarkable Stability of Metallocenes with Superbulky Ligands: Spontaneous Reduction of SmIII to SmII. In: Angewandte Chemie International Edition. 47, 2008, p. 2121–2126, doi:10.1002/anie.200705001.

[Harder2-4] Lars Orzechowski, Dirk F.-J. Piesik, Christian Ruspic, Sjoerd Harder: Superbulky metallocene complexes of the heavier alkaline-earth metals strontium and barium. In: Dalton Transactions. 2008, p. 4742–4746, doi:10.1039/b809872g.

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