18654-74-5

Upstream product

• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 17369-07-2 2-(butylsulfonyl)benzo[d]thiazole 
• 89121-80-2 erythro-(1-hydroxy-1-phenyl-2-pentyl)triphenylphosphonium bromide 
• 1009-14-9 phenyl butyl ketone 
• 587-04-2 m-Chlorobenzaldehyde 
• 672263-60-4 1-chloro-4-(pent-1-yn-1-yl)benzene 
• 693-03-8 n-butyl magnesium bromide 
• 502-56-7 nonanone-5 
• 591-78-6 n-hexan-2-one 
• 42432-30-4 p-chlorocinnamyl bromide 
• 925-90-6 ethylmagnesium bromide 
• 13856-87-6 1-(p-chlorophenyl)-1-pentanol 
• 75-05-8 acetonitrile 

Downstream Products

• 14469-86-4 1-Hydroxy-5-<4-chlor-phenyl>-pentan 
• 14401-86-6 1,12-Bis-(4-chlorphenyl)-dodecin-⁽⁶⁾ 
• 14491-44-2 5-(4-chlorophenyl)-pentyl bromide 
• 1262757-66-3 C₂₃H₂₄ClNO₄S₂ 

Relevant academic research and scientific papers

Stereoselective Rhodium-Catalyzed Isomerization of Stereoisomeric Mixtures of Arylalkenes

A new efficient method for the synthesis of a high ratio of E -alkenes from E / Z mixtures of alkenes with B 2pin 2in the presence of a rhodium catalyst is described. This reaction features mild reaction conditions, broad functional group tolerance, and highly great application potential.

P-Chiral Monophosphorus Ligands for Asymmetric Copper-Catalyzed Allylic Alkylation

Asymmetric copper-catalyzed allylic alkylation between allyl bromides and alkyl Grignard reagents using a P-chiral monophosphorus ligand is described. A range of terminal olefins bearing tertiary or quaternary carbon centers were formed in good branched/linear selectivities and excellent enantioselectivities at copper loadings as low as 0.5 mol %.

Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride

The operationally simple palladium-catalyzed double-bond migration without heteroatom-containing coordinating functional groups is described. Addition of TaCl5 as a second catalyst greatly enhanced the migration efficiency to provide β-alkylsty

Facile Light-Mediated Preparation of Small Polymer-Coated Palladium-Nanoparticles and Their Application as Catalysts for Alkyne Semi-Hydrogenation

A facile light-mediated preparation of small palladium nanoparticles (PdNPs) with a diameter of 1.3 nm and low dispersity by using low-priced and readily prepared photoactive polymers is presented. These polymers act as reagents for the photochemical reduction of Pd ions and they are also stabilizers for the PdNPs generated in situ. The PdNP–polymer hybrid materials prepared by this reliable approach are efficient hydrogenation catalysts that show high activity and Z-selectivity in the semi-hydrogenation of alkynes. These PdNP–catalyst hybrid materials can be readily recycled and reused up to five times.

Light Mediated Preparation of Palladium Nanoparticles as Catalysts for Alkyne cis-Semihydrogenation

A bisacylphosphine oxide photoinitiator was used for the light mediated preparation of palladium nanoparticles (PdNPs) with a small diameter of 2.8 nm. All starting materials are commercially available, and PdNP synthesis is experimentally very easy to conduct. The PdNP-hybrid material was applied as catalyst for the semihydrogenation of various internal alkynes to provide the corresponding alkenes in excellent yields (up to 99%) and Z-selectivities (Z/E ratios up to 99/1).

Wittig reaction with ion-supported Ph3P

Ion-supported Ph3P, 4-(diphenylphosphino)benzyltrimethylammonium bromide A and N-methyl-N-[4-(diphenylphosphino)benzyl]pyrrolidinium bromide B, were used for the Wittig reaction. Ion-supported phosphonium salts A1 and B1, which were prepared from the reactions of ion-supported Ph3P A and B with ethyl bromoacetate, respectively, reacted with aromatic and aliphatic aldehydes in the presence of K2CO3 to give the corresponding α,β-unsaturated ethyl esters in good yields with high purity by simple filtration of the reaction mixture and subsequent removal of the solvent from the filtrate. Similarly, ion-supported phosphonium salts A2 and B2, which were prepared from the reactions of ion-supported Ph3P A and B with p-methylbenzyl bromide, respectively, reacted with aromatic and aliphatic aldehydes in the presence of NaH to provide the corresponding p-methylstyrene derivatives in good yields with high purity by simple filtration of the reaction mixture and the subsequent removal of the solvent from the filtrate. In both reactions, the co-product, ion-supported Ph3PO, could be obtained quantitatively by simple filtration, and was converted into the corresponding ion-supported Ph3P A and B again in high yields using dimethyl sulfate, followed by the reduction with LiAlH4. Recovered and regenerated ion-supported Ph3P A and B could be reused for the same Wittig reaction while maintaining good yields of ethyl (E)-3-(4′-chlorophenyl)-2-propenoate and 1-(4′-chlorophenyl)-2- (4″-methylphenyl)ethene with high purity by simple filtration and removal of the solvent from the filtrate.

Simple protocol for enhanced (E)-selectivity in Julia-Kocienski reaction

A short and efficient Julia-Kocienski olefination protocol, based upon the use of chelating agents (18-crown-6 or TDA-1 for K+; 12-crown-4 or HMPA for Li+), was developed. This protocol enhances the (E)-selectivity of the reaction an

Lewis acid promoted carbon - Carbon double-bond formation via organozinc reagents and carbonyl compounds

(Chemical Equation Presented) Using cheap and readily available AlCl3 as Lewis acid, functionalized aldehydes react with organozinc reagents to give (E)-alkenes stereoselectively in high yields. 2009 American Chemical Society.

The ritter reaction under truly catalytic bronsted acid conditions

Simple organic acids like 2,4-dinitrobenzenesulfonic acid (DNBSA) catalyze the Ritter reaction of secondary benzylic alcohols giving rise to the corresponding N-benzylacetamides in usually high yields. Reactions can be conducted without exclusion of oxygen and without the need of dry solvents. With tertiary α,α-dimethylbenzylic alcohols a different pathway involving a formal dimerization reaction takes place under the acid-catalytic conditions used. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Highly enantioselective Cu-catalysed allylic substitutions with Grignard reagents

A catalyst system able to perform highly enantioselective Cu-catalysed allylic alkylations with Grignard reagents is described. The Royal Society of Chemistry 2006.