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Gold(I)‐Catalyzed Reaction of Ferrocene and Propargylic Esters: Synthesis of Functionalized Ferrocene Derivatives
Author(s) -
López Enol,
Suárez Tatiana,
Ballesteros Alfredo,
López Luis A.
Publication year - 2017
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.201600836
Subject(s) - chemistry , ferrocene , electrophile , moiety , stereoselectivity , catalysis , carbene , electrophilic addition , electrophilic substitution , substitution reaction , combinatorial chemistry , organic chemistry , medicinal chemistry , electrochemistry , electrode
The reaction of propargylic esters with ferrocene in the presence of gold catalysts provided ferrocene derivatives containing a functionalized vinyl moiety. This ferrocene C–H bond functionalization proceeded with complete regio‐ and stereoselectivity. The reaction was proposed to proceed through electrophilic substitution, in which a vinylgold carbene intermediate arising from 1,2‐rearrangement of the starting propargylic ester would behave as the electrophilic counterpart.