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1, 1′‐Di(arylamino)ferrocenes. A New Family of Privileged [N, N] Ligands with Tunable Steric Control for Applications in Homogeneous Organometallic Catalysis and Coordination Chemistry
Author(s) -
Siemeling U.,
Auch T.C.,
Kuhnert O.,
Malaun M.,
Kopacka H.,
Bildstein B.
Publication year - 2003
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/zaac.200300080
Subject(s) - solvolysis , chemistry , bromide , steric effects , catalysis , aryl , medicinal chemistry , homogeneous , homogeneous catalysis , stereochemistry , organic chemistry , hydrolysis , alkyl , physics , thermodynamics
Fe[(C 5 H 4 )NHPh] 2 ( 2a ) was prepared from 1, 1′‐dibromoferrocene and N ‐phenylacetamide by an Ullmann reaction and subsequent basic solvolysis of the coupling product Fe[(C 5 H 4 )N(COMe)Ph] 2 ( 1a ). This solvolysis failed in the case of the bulkier Fe[(C 5 H 4 )N(COMe)(2, 6‐Me 2 C 6 H 3 )] 2 ( 1b ). Fe[(C 5 H 4 )N(2, 6‐Me 2 C 6 H 3 )] 2 ( 2b ) and Fe[(C 5 H 4 )N(2, 4, 6‐ i Pr 3 C 6 H 2 )] 2 ( 2c ) were obtained by Hartwig‐Buchwald type cross‐coupling of 1, 1′‐diaminoferrocene with the respective aryl bromide.