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Preconversion catalytic deoxygenation of phenolic functional groups. Quarterly report, January 1--March 30, 1996
Author(s) -
Clifford P. Kubiak
Publication year - 1996
Publication title -
osti oai (u.s. department of energy office of scientific and technical information)
Language(s) - English
Resource type - Reports
DOI - 10.2172/674616
Subject(s) - chemistry , deoxygenation , ligand (biochemistry) , amide , carbon monoxide , catalysis , medicinal chemistry , transition metal , carbonylation , amidine , heteroatom , platinum , stereochemistry , organic chemistry , ring (chemistry) , biochemistry , receptor
Over the course of the studies on catalytic deoxygenation of phenolic residues in coal by carbon monoxide, the author performed preliminary investigations into the removal of other heteroatom groups. This report describes the attempted carbonylation of phenyl amido complexes. These studies resulted in the surprisingly facile formation of amidines. The amidine group is the nitrogen analog of carboxylic acids and esters. This functional group combines the properties of an azomethane-like C=N double bond with an amide-like C-N single bond. This group, like the related allyl (C-C-C), aza-allyl (C-N-C), and carboxylato (O-C-O) groups, form a number of transition metal derivatives, with both early and late transition metals. Various bonding modes of the amidino group have been reported. However, most isolated complexes have the amidino ligand as a chelating ligand or bridging two metals. This is due to the preference of amidines to bond via the nitrogen lone pairs, in contrast to the {eta}3 bonding observed in metal-allyl complexes. The experimental section of the paper describes the synthesis of platinum complexes, X-ray diffraction data for one Pt complex, and its reaction with carbon monoxide. Results are presented on the crystal and molecular structure of a platinum complex

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