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Selenium Heterocycles: Reactions of SeX 4 (X = Cl, Br) with the Enamine Form of β‐Diketiminato Ligands
Author(s) -
Gushwa Audra F.,
Richards Anne F.
Publication year - 2008
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.200701180
Subject(s) - chemistry , enamine , ligand (biochemistry) , nucleophile , medicinal chemistry , halogenation , selenium , atom (system on chip) , nitrogen atom , stereochemistry , crystallography , organic chemistry , group (periodic table) , catalysis , biochemistry , receptor , computer science , embedded system
Treatment of SeX 4 (X = Cl, Br) with either MesnacnacLi(nacnac = [{N(Ar)C(Me)} 2 CH] – , Ar = Mes = C 6 H 2 Me 3 ‐2,4,6) or DmpnacnacLi (Ar = Dmp = C 6 H 3 Me 2 ‐2,6) affords four new Se II six‐membered heterocycles, [MesnacnacHCl 2 SeCl] ( 2 ), [MesnacnacH 2 Se] + Br – ( 3 ), [DmpnacnacH 2 Cl 3 Se] + Cl – ( 4 ), and [MesnacnacH 2 (O)Br 2 Se] ( 5 ). All have been characterized in the solid state by X‐ray crystallography. Each of the four complexes is proposed to have formed from the initial reaction of SeX 4 with the C–C double bond that results from the enamine form of the ligand, giving rise to an Se–C single bond. Subsequent nucleophilic attack by either the more distant nitrogen atom or the remaining C–C double bond of the enamine form results in the Se heterocycle. In complexes 2 , 4 , and 5 varying degrees of halogenation of the newly formed heterocycles was observed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)