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Bifunctional Ru II ‐Complex‐Catalysed Tandem C−C Bond Formation: Efficient and Atom Economical Strategy for the Utilisation of Alcohols as Alkylating Agents
Author(s) -
Roy Bivas Chandra,
Chakrabarti Kaushik,
Shee Sujan,
Paul Subhadeep,
Kundu Sabuj
Publication year - 2016
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.201603557
Subject(s) - bifunctional , chemistry , catalysis , reactivity (psychology) , medicinal chemistry , ligand (biochemistry) , heteroatom , alkylation , bipyridine , tandem , selectivity , combinatorial chemistry , organic chemistry , ring (chemistry) , medicine , biochemistry , materials science , alternative medicine , receptor , pathology , crystal structure , composite material
Catalytic activities of a series of functional bipyridine‐based Ru II complexes in β‐alkylation of secondary alcohols using primary alcohols were investigated. Bifunctional Ru II complex ( 3 a ) bearing 6,6’‐dihydroxy‐2,2’‐bipyridine (6DHBP) ligand exhibited the highest catalytic activity for this reaction. Using significantly lower catalyst loading (0.1 mol %) dehydrogenative carbon−carbon bond formation between numerous aromatic, aliphatic and heteroatom substituted alcohols were achieved with high selectivity. Notably, for the synthesis of β‐alkylated secondary alcohols this protocol is a rare one‐pot strategy using a metal–ligand cooperative Ru II system. Remarkably, complex 3 a demonstrated the highest reactivity compared to all the reported transition metal complexes in this reaction.