A Highly Efficient Catalyst for Selective Oxidative Scission of Olefins to Aldehydes: Abnormal-NHC–Ru(II) Complex in Oxidation Chemistry

The utility and selectivity of the catalyst [Ru­(COD)­(L1 )­Br2] (1) bearing a fused π-conjugated imidazo­[1,2-a]­[1,8]­naphthyridine-based abnormal N-heterocyclic carbene ligand L1 is demonstrated toward selective oxidation of CC bonds to aldehydes and CC bonds to α-diketones in an EtOAc/CH3CN/H2...

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Published inJournal of the American Chemical Society Vol. 136; no. 40; pp. 13987 - 13990
Main Authors Daw, Prosenjit, Petakamsetty, Ramu, Sarbajna, Abir, Laha, Siladitya, Ramapanicker, Ramesh, Bera, Jitendra K
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 08.10.2014
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
ALCOHOLS
LIGANDS
ANALOGS
ORGANIC-COMPOUNDS
OSMIUM TETROXIDE
RUTHENIUM
COORDINATION
N-HETEROCYCLIC CARBENES
REMOTE
CLEAVAGE
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Summary:The utility and selectivity of the catalyst [Ru­(COD)­(L1 )­Br2] (1) bearing a fused π-conjugated imidazo­[1,2-a]­[1,8]­naphthyridine-based abnormal N-heterocyclic carbene ligand L1 is demonstrated toward selective oxidation of CC bonds to aldehydes and CC bonds to α-diketones in an EtOAc/CH3CN/H2O solvent mixture at room temperature using a wide range of substrates, including highly functionalized sugar- and amino acid-derived compounds.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja5075294