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Synthesis, Characterisation, and Molecular Structures of New Ferrocenyl Schiff Bases and their Aluminium and Zinc Complexes
Author(s) -
Hecht Elmar
Publication year - 2001
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/1521-3749(200110)627:10<2351::aid-zaac2351>3.0.co;2-r
Subject(s) - chemistry , aldimine , adduct , monomer , reagent , molecule , nuclear magnetic resonance spectroscopy , schiff base , medicinal chemistry , stereochemistry , lithium (medication) , ligand (biochemistry) , polymer chemistry , organic chemistry , medicine , biochemistry , receptor , catalysis , endocrinology , polymer
Abstract The aldimines FcCH=NCH(Me)CH 2 OMe ( 1 ), FcCH=NCH 2 H 6 H 4 ‐2‐OMe ( 2 ) and FcCH=N(CH 2 ) 3 NHMe ( 3 ) were obtained by reacting ferrocene aldehyde with the corresponding primary amines. Compounds 1 – 3 react with Me 2 Zn and Me 3 Al in a molar ratio 1 : 1 to the corresponding adducts 4 – 8 . Reactions of 1 and 2 with t ‐butyllithium lead to an addition of the lithium reagent yielding the corresponding amides 9 and 10 . Compounds 1 – 10 were characterised by 1 H‐ and 13 C‐NMR spectroscopy. The molecular structures of 1 , 2 , 4 , 5 , 9 and 10 were determined by X‐ray diffraction. 4 consists of monomeric molecules, containing a four‐coordinated Zn atom as a result of Zn–O and Zn–N interactions. In contrast to 4 the Al atom in 5 is coordinated by the N atom of the ligand only. 9 and 10 form dimeric molecules with four‐coordinated Li atoms as the general structural feature.