The Interaction of 1,1‘-Diisocyanoferrocene with Gold: Formation of Monolayers and Supramolecular Polymerization of an Aurophilic Ferrocenophane | Zendy

Ulrich Siemeling | Zendy; D. Rother | Zendy; Clemens Bruhn | Zendy; H. Fink | Zendy; Tobias Weidner | Zendy; Frank N. Trager | Zendy; A. Rothenberger | Zendy; Dieter Fenske | Zendy; A. Priebe | Zendy; Jörg Maurer | Zendy; Rainer F. Winter | Zendy

Open Access

The Interaction of 1,1‘-Diisocyanoferrocene with Gold: Formation of Monolayers and Supramolecular Polymerization of an Aurophilic Ferrocenophane

Author(s) -

Ulrich Siemeling,

D. Rother,

Clemens Bruhn,

H. Fink,

Tobias Weidner,

Frank N. Trager,

A. Rothenberger,

Dieter Fenske,

A. Priebe,

Jörg Maurer,

Rainer F. Winter

Publication year - 2005

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja0436244

Subject(s) - chemistry , isocyanide , cyclopentadienyl complex , monolayer , supramolecular chemistry , aryl , polymerization , crystallography , molecule , substituent , acetonitrile , photochemistry , polymer chemistry , stereochemistry , polymer , organic chemistry , crystal structure , catalysis , alkyl , biochemistry

The coordination chemistry of 1,1'-diisocyanoferrocene (1) was investigated. Its reaction with Cr(CO)5(THF) (2 equiv) affords (1)[Cr(CO)5]2, which exhibits eclipsed cyclopentadienyl rings with a synclinal arrangement of the two substituents. 1 behaves like an aryl isocyanide in this compound according to IR spectroscopic data, and its oxidation leads to a marked decrease of net electron donor ability. The reaction of 1 with AuCl(SMe2) affords the insoluble coordination polymer [(1)(AuCl)2]infinity. The (1)(AuCl)2 molecules adopt a 3,4-diaura-[6]ferrocenophane structure. They are aggregated in a zipperlike fashion through aurophilic interactions, with Au-Au distances ranging from 3.34 to 3.48 A. The adsorption of 1 from acetonitrile solution on polycrystalline gold affords a self-assembled monolayer. Both isocyanide groups are binding to the surface.

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