Reactive yet stable alkene reporters offer a facile route to studying fast biological processes via the cycloaddition-based bioorthogonal reactions. Here, we report the design and synthesis of a strained spirocyclic alkene, spiro[2.3]hex-1-ene (Sph), for an accelerated photoclick chemistry, and its site-specific introduction into proteins via amber codon suppression using the wild-type pyrrolys...

The thermodynamically leveraged conversion of ethers and alcohols to saturated hydrocarbons is achieved efficiently with low loadings of homogeneous M(OTf)n + heterogeneous Pd tandem catalysts (M = transition metal; OTf = triflate; n = 4). For example, Hf(OTf)4 mediates rapid endothermic ether ⇌ alcohol and alcohol ⇌ alkene equilibria, while Pd/C catalyzes the subsequent, exothermic alkene hydr...

Alkene selective oxidation is of major technological importance since alkene epoxides are versatile chemical intermediates used in the manufacture of a wide range of commodity and fine chemicals. The reaction itself is mechanistically very interesting and it has attracted a lot of the academic interest over many years. Various models have been proposed in order to explain why the reaction is ap...

A cobalt salen pentenoate complex [salen=(R,R)-N,N?-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediamine] is rationally designed as the catalyst for ring-opening copolymerization (ROCOP) of epoxides/anhydrides/CO2. Via migratory insertion carbon monoxide (CO) into Co?O bonds, ROCOP-active species ?-alkene-?-O-CoIII(salen) can be rapidly and quantitatively transformed ?-alkene-?-O2C-CoIII(sa...

Intramolecular Pd-catalyzed alkene carboamination reactions of substituted 2-allyl-N-(2-bromobenzyl)anilines are described. The substrates for these reactions are generated in two steps from readily available 2-allylanilines and 2-bromobenzaldehyde derivatives. The transformations afford substituted tetrahydroindoloisoquinolines, an uncommon class of fused bicyclic heterocycles, in good yield. ...

A new type of stable radical ligand featuring a 1,1-bis-phosphinosulfide alkene backbone has been prepared and characterized on the basis of X-ray diffraction, EPR and DFT studies.

First-row transition-metal complexes hold great potential as catalysts for hydrogenations and related reductive reactions. Homo- and heteroleptic arene/alkene metalates(1-) (M=Co, Fe) are a structurally distinct catalyst class with good activities in hydrogenations of alkenes and alkynes. The first syntheses of the heteroleptic cobaltates [K([18]crown-6)][Co(η4 -cod)(η2 -styrene)2 ] (5) and [K(...

High turnover enantioselective alkene cis-dihydroxylation is achieved with H(2)O(2) catalysed by manganese based complexes containing chiral carboxylato ligands.

A nickel-catalyzed [2+2+2] cycloaddition of two molecules of aryne and an alkene moiety in a alpha,omega-diene afforded 9,10-dihydrophenanthrene derivatives in good yields.

The designation of E/Z-geometrical isomers in 3-acylidene 2-oxindoles by NMR spectroscopy can lead to erroneous assignment of alkene stereochemistry because of the narrow chemical shift range observed over a large series of analogues. In contrast, UV-Vis spectroscopy offers a convenient and more reliable method for alkene stereochemical assignment. A combination of X-ray crystallography and the...