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Synlett 1992; 1992(1): 57-58
DOI: 10.1055/s-1992-21265
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Hexahydrozirconation versus Hexahydroboration Routes to Hexaiodo Tentacled Aromatic Iron Sandwiches

Françoise Moulines* , Laurent Djakovitch, Jean-Luc Fillaut, Didier Astruc
  • *Laboratoire de Chimie Organique et Organométallique U.R.A. C.N.R.S. no 35, Université Bordeaux I, 351 Cours de Libération, F-33405 Talence Cedex, France
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Publication Date:
18 September 2002 (online)

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Hydrozirconation of hexa(3-butenyl)benzene (3) using zirconocene chloride hydride [ZrCp2(H)(Cl)] gives the hexazirconated compound 4 which can be hydrolyzed to give 6 (hexabutylbenzene) also available by hexapropylation of the (η6-hexamethylbenzene)(η5-cyclopentadienyl)iron cationic species 1 followed by visible Light photolysis. However, reaction of 6 with iodine is not the best route to the hexakis(4-iodobutyl)benzene (9). Quantitative hydroboration of the hexa(3-butenyl)benzene iron complex 2 followed by reaction with iodine gives the pure hexakis(4-iodobutyl)benzene iron complex 8.

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