7206-26-0Relevant articles and documents
Mild olefin formationviabio-inspired vitamin B12photocatalysis
Bam, Radha,Pollatos, Alexandros S.,Moser, Austin J.,West, Julian G.
, p. 1736 - 1744 (2021/02/22)
Dehydrohalogenation, or elimination of hydrogen-halide equivalents, remains one of the simplest methods for the installation of the biologically-important olefin functionality. However, this transformation often requires harsh, strongly-basic conditions, rare noble metals, or both, limiting its applicability in the synthesis of complex molecules. Nature has pursued a complementary approach in the novel vitamin B12-dependent photoreceptor CarH, where photolysis of a cobalt-carbon bond leads to selective olefin formation under mild, physiologically-relevant conditions. Herein we report a light-driven B12-based catalytic system that leverages this reactivity to convert alkyl electrophiles to olefins under incredibly mild conditions using only earth abundant elements. Further, this process exhibits a high level of regioselectivity, producing terminal olefins in moderate to excellent yield and exceptional selectivity. Finally, we are able to access a hitherto-unknown transformation, remote elimination, using two cobalt catalysts in tandem to produce subterminal olefins with excellent regioselectivity. Together, we show vitamin B12to be a powerful platform for developing mild olefin-forming reactions.
Preparation and characterisation of a highly active bimetallic (Pd-Ru) nanoparticle heterogeneous catalyst
Raja, Robert,Sankar, Gopinathan,Hermans, Sophie,Shephard, Douglas S.,Bromley, Stefan,Thomas, John Meurig,Johnson, Brian F.G.
, p. 1571 - 1572 (2007/10/03)
The mixed-metal carbonylate cluster [Pd6Ru6(CO)24]2- was used as a single-source precursor in the synthesis of a highly active hydrogenation catalyst (stoichiometry PdRu) which has been characterised by electron microscopy and X-ray absorption spectroscopy: PdRu readily hydrogenates alkenes and naphthalene (the latter predominantly to cis-decalin) under mild conditions.
The Conversion of Primary Amines into Olefins: a Mild Alternative to the Hofmann Elimination
Katritzky, Alan R.,El-Mowafy, Azzahra M.
, p. 96 (2007/10/02)
Use of the pentacyclic pyrylium salt (1) allows a two-step conversion of the amine RR'CHCH2NH2 into RR'C=CH2 in high yield under mild conditions.
