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A Convenient Synthetic Route for the Preparation of Nonsymmetric Metallo‐salphen Complexes
Author(s) -
Kleij Arjan W.,
Tooke Duncan M.,
Spek Anthony L.,
Reek Joost N. H.
Publication year - 2005
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.200500628
Subject(s) - chemistry , salicylaldehyde , reagent , yield (engineering) , metal , combinatorial chemistry , organic chemistry , polymer chemistry , schiff base , materials science , metallurgy
New nonsymmetric metallo( II )‐salphen complexes 1 – 6 [salphen = N , N′ ‐bis(salicylidene)‐1,2‐diaminobenzene, M = Zn, Ni] have been prepared in high yield by a templated, one‐pot two‐step procedure starting from substituted ortho ‐phenylenediamines, salicylaldehydes and metal acetates in MeOH under mild conditions. The procedure allows the introduction of functional groups in the bridging phenyl fragment, whereas the use of the substituted monoimine intermediates 7 – 10 results in complexes with two structurally different phenyl side groups with various functionalities (complexes 11 – 21 ) upon reaction with a second, different, salicylaldehyde reagent. A range of analytical tools confirmed the structures of these nonsymmetric salphen derivatives and the X‐ray molecular structure of one of these nonsymmetric Zn II ‐salphen complexes (i. e., 4 ) is also reported. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)