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A Novel Bulky Heteroaromatic‐Substituted Methanide Mimicking NacNac: Bis(4,6‐ tert‐ butylbenzoxazol‐2‐yl)methanide in s‐Block Metal Coordination
Author(s) -
Koehne Ingo,
Bachmann Sebastian,
Niklas Thomas,
HerbstIrmer Regine,
Stalke Dietmar
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201702378
Subject(s) - homoleptic , metalation , chemistry , metal , reagent , medicinal chemistry , ligand (biochemistry) , stereochemistry , potassium , organic chemistry , biochemistry , receptor
A novel bulky bis(4,6‐ t Bu‐benzoxazol‐2‐yl)methane ligand was synthesized in a straightforward three‐step synthesis. The corresponding complexes [Li{(4,6‐ t Bu‐NCOC 6 H 2 ) 2 CH}THF], [K{η 5 ‐(4,6‐ t Bu‐NCOC 6 H 2 ) 2 CH}] ∞ , and [MgCl{(4,6‐ t Bu‐NCOC 6 H 2 ) 2 CH}(THF) 2 ] were obtained upon metalation with alkaline or alkaline‐earth‐metal reagents. Reduction of [MgCl{(4,6‐ t Bu‐NCOC 6 H 2 ) 2 CH}(THF) 2 ] with potassium metal or KC 8 led to the formation of the homoleptic compound [Mg{(4,6‐ t Bu‐NCOC 6 H 2 ) 2 CH} 2 ]. All compounds were fully characterized. Their solid‐state structures as well as their behavior in solution, which was analyzed with the help of advanced NMR spectroscopic techniques, are discussed in detail.