A regioselective Heck reaction of aliphatic olefins and aryl bromides is realized at internal carbons of olefins. Methanol solvent promoted halide ionization from neutral arylpalladium halide complexes via hydrogen bonding, so as to create cationic aryl-Pd species for regioselective olefin insertion.

Various photofunctional metal complexes with functional groups, i.e. bromo and vinyl groups, were integrated into hetero-multinuclear complexes using the Mizoroki-Heck reaction. The obtained trinuclear complexes absorb a wide range of visible light and have a long excited state lifetime and the photocatalytic ability to obtain CO2 reduction.

A conjugated alternating copolymer containing norbornadiene and bis(ethynylene)phenylene units was prepared by the Cassar-Heck-Sonogashira cross-coupling reaction. Its electroluminescence was tested in a device, and its fluorescence colour could be tuned by light-induced norbornadiene-quadricyclane isomerization.

An enantioselective, redox-relay Heck alkenylation of trisubstituted allylic alkenol substrates has been developed. This process enables the construction of vicinal stereocenters in high diastereo- and enantioselectivity and allows the formation of enolizable α-carbonyl methyl-substituted stereocenters with no observed epimerization under the reported reaction conditions.

2.1.4. Effect of Bases and Other Additives 4628 2.1.5. Improved Catalytic Systems 4629 2.1.6. Applications in Synthesis 4630 2.1.7. Mechanistic Studies 4632 2.1.8. Related Matsuda−Heck Reactions 4633 2.2. Suzuki−Miyaura Reaction 4634 2.2.1. Early Studies 4634 2.2.2. Modification of the Boronic Counterpart 4635 2.2.3. Improved Catalytic Systems 4637 2.2.4. Superior Reactivity of N2 as the Nucleo...

A well-defined N-heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 was found to be an effective catalyst for the Mizoroki-Heck reaction of a variety of aryl chlorides with styrenes. Both activated and deactivated aryl chlorides work well to give the corresponding coupling products in good to excellent yields by using tetrabutylammonium bromide (TBAB) as the ionic li...

Highly enantioselective synthesis of chiral chromenes and tetrahydroquinolines is achieved by combining asymmetric copper-catalyzed allylic substitution with Grignard reagents and an efficient intramolecular Heck reaction. Moreover, the exocyclic double bond formed in the cyclisation was subjected to RCM, hydroboration and hydrogenation illuminating the synthetic versatility of these heterocycles.

Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E-isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to gene...

Pd(II)-chitosan composite nanofibres of 62 ± 9 nm diameter are efficient catalysts for Heck cross-coupling reactions. Using a model reaction of iodo-benzene and n-butyl acrylate, we demonstrate that this material can be used as a recyclable catalytic support with a very low loading of palladium (0.17 mol% Pd).