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Reversible C=C Bond Activation by an Intramolecularly Coordinated Antimony(I) Compound
Authors:Monika Kořenková  Dr Ing Martin Hejda  Prof Milan Erben  Dr Ing Robert Jirásko  Prof Dr Roman Jambor  Prof Aleš Růžička  Dr Elena Rychagova  Prof Sergey Ketkov  Prof Libor Dostál
Institution:1. Department of General and Inorganic Chemistry FCHT, University of Pardubice, Studentská 573, Pardubice, 532 10 Czech Republic;2. Department of Analytical Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, Czech Republic;3. G.A. Razuvaev Institute of Organometallic Chemistry RAS, 49 Tropinin St., 603950 Nizhny Novgorod, Russian Federation
Abstract:The reaction of N,C,N-chelated stibinidene ArSb ( 1 ) (Ar=C6H3-2,6-(CH=NtBu)2) with selected N-alkyl/aryl-maleimides RN(C(O)CH)2 (R=Me, tBu, Ph) gave the addition products with bridged bicyclic 2.2.1] structure containing an antimony atom at the bridgehead position, fused with a 6-membered benzene and a 5-membered N-alkyl/aryl-pyrrolidine ring. These compounds were completely characterized. More importantly, additional studies showed that these reactions are reversible in solution, thereby representing an unprecedented reversible activation of a C=C bond by an antimony(I) compound.
Keywords:antimony  C=C bond activation  chelates  heterocycles  synthetic methods
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