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Iron‐Catalyzed Ferrocenylmethanol OH Substitution by S, N, P, and C Nucleophiles
Author(s) -
Mazzoni Rita,
Salmi Mauro,
Zacchini Stefano,
Zanotti Valerio
Publication year - 2013
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.201300239
Subject(s) - chemistry , furan , catalysis , nucleophile , indole test , transition metal , medicinal chemistry , substitution (logic) , nucleophilic substitution , substitution reaction , pyrrole , carbon fibers , combinatorial chemistry , organic chemistry , materials science , composite number , computer science , composite material , programming language
Abstract The iron complex [Fp][OTf] {Fp + = [Fe(CO) 2 (Cp)] + , OTf – = SO 3 CF 3 – } is an efficient catalyst for the direct substitution of the OH group in ferrocenylmethanol [Fc–CH 2 OH] by thiols, aromatic amines, diphenylphosphane, and carbon nucleophiles (furan, pyrrole, and indole). This approach offers a convenient route to ferrocenes containing side chains with different functional groups. The advantages of the method are associated with the use of a catalyst based on iron, which is a nontoxic and readily available transition metal, and in the direct OH substitution, which produces water as the only byproduct.