53109-16-3

Upstream product

• 111-66-0 oct-1-ene 
• 603-35-0 triphenylphosphine 
• 5698-49-7 2-phenyl-1-octene 
• 66-25-1 hexanal 
• 71-43-2 benzene 
• 629-05-0 n-octyne 
• 28557-00-8 phenylzinc chloride 
• 591-50-4 iodobenzene 
• 2809-67-8 oct-2-yne 
• 693-04-9 butyl magnesium bromide 
• 124604-57-5 [(1E)-3-chloro-1-methylprop-1-en-1-yl]benzene 
• 592-41-6 1-hexene 
• 536-74-3 phenylacetylene 
• 77855-71-1 (E)-octa-1,3-dien-2-ylbenzene 

Downstream Products

• 777-22-0 2-phenyloctane 
• 570368-32-0 (2S)-2-methyl-2-phenylheptanal 
• 1298088-89-7 C₁₄H₂₀O 
• 1298088-90-0 C₁₄H₂₀O 
• 1298088-84-2 C₁₄H₂₀O 

Relevant academic research and scientific papers

An Atom-Economic and Stereospecific Access to Trisubstituted Olefins through Enyne Cross Metathesis Followed by 1,4-Hydrogenation

The combination of intermolecular enyne cross metathesis and subsequent 1,4-hydrogenation opens a stereocontrolled and atom-economic access to trisubstituted olefins. By investigating different combinations of functionalized alkyne and alkene substrates, we found that the outcome (yield, E / Z ratio) of the Grubbs II-catalyzed enyne cross-metathesis step depends on the substrate's structure, the amount of the alkene (used in excess), and the (optional) presence of ethylene. In any case, the 1,4-hydrogenation, catalyzed by 1,2-dimethoxybenzene-Cr(CO) 3, proceeds stereospecifically to yield exclusively the E -products from both the E- and Z- 1,3-diene intermediates obtained by metathesis. A rather broad scope and functional group compatibility of the method is demonstrated by means of 15 examples.

Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp3)?H Bonds Guided by Alkoxyl Radicals

An alkoxyl radical guided strategy for site-selective functionalization of unactivated methylene and methine C?H bonds enabled by an FeII-catalyzed redox process is described. The mild, expeditious, and modular protocol allows efficient remote aliphatic fluorination, chlorination, amination, and alkynylation of structurally and electronically varied primary, secondary, and tertiary hydroperoxides with excellent functional-group tolerance. The application for one-pot 1,4-hydroxyl functionalization of non-oxygenated alkane substrates initiated by aerobic C?H oxygenation is also demonstrated.

Enantioselective synthesis of all-carbon quaternary stereogenic centers via copper-catalyzed asymmetric allylic alkylation of (Z)-allyl bromides with organolithium reagents

A copper/phosphoramidite catalyzed asymmetric allylic alkylation of Z trisubstituted allyl bromides with organolithium reagents is reported. The reaction affords all-carbon quaternary stereogenic centers in high yields and very good regio- and enantiosele

Grignard allylic substitution reaction catalyzed by 1,2,3-triazol-5-ylidene magnesium complexes

Allylic chlorides and phosphates reacted with alkyl-Grignard reagent in an SN2′-selective manner in the presence of a catalytic amount of 1,2,3-triazol-5-ylidenes to provide α-branched alkenes. Copyright

The thermofluoric behavior of poly(fluorenetolyldiphenylamine)-oxadiazole pair in a polymer matrix

Under UV irradiation, 1,4-bis(5-(4-octan-2-ylphenyl)-1,3,4-oxadiazol-2-yl) naphthalene (NOXD) and poly(fluorenetolyldiphenylamine) (PFT) are blue light emissive in solid film. When NOXD and PFT were blended to form a neat thin-film, yellowish exciplex emi

Enantioselective synthesis of tertiary and quaternary stereogenic centers: Copper/phosphoramidite-catalyzed allylic alkylation with organolithium reagents

An efficient and highly enantioselective copper-catalyzed allylic alkylation of disubstituted allyl halides with primary and secondary organolithium reagents using phosphoramidite ligands is reported. The use of trisubstituted allyl bromides allows, for the first time, the enantioselective synthesis of all-carbon quaternary stereogenic centers with these reactive organometallic reagents.

Cobalt-catalyzed arylzincation of alkynes

Cobalt(II) bromide catalyzes arylzincation of alkynes with arylzinc iodide·lithium chloride complexes in acetonitrile. The scope of the arylzincation is wide enough to use unfunctionalized alkynes, such as 6-dodecyne, as well as arylacetylenes. The inherent functional group compatibility of arylzinc reagents allows preparation of various functionalized styrene derivatives. The reaction is applicable to the efficient and stereoselective synthesis of a synthetic estrogen and its derivative.

Synthesis and Properties of Cationic Organopalladium Complexes. Remarkable Rate Enhancement in Olefin Insertion into the Palladium-Aryl Bond by the Generation of a Cationic Palladium Complex from trans-

By removing the bromide ligand in trans- (1) by AgBF4 in the presence and absence of pyridine, pyridine-coordinated and solvent-coordinated cationic complexes, trans-BF4 (2) and trans-BF4 (3) have been obtained.These cationic phenylpalladium complexes show much greater reactivities than do the parent neutral complex 1 toward olefins to give phenylated olefins by insertion followed by β-hydrogen elimination processes.Kinetic studies concerning the insertion of methyl acrylate into the phenyl-palladium bond have indicated that the reactions are first order in the phenylpalladium complexes and that addition of pyridine to a system containing 2 and methyl acrylate inhibits the insertion reaction of the olefin.The results suggest that the generation of a cationic arylpalladium complex with a vacant site is important for the olefins to be inserted.

One-pot conversion of terminal alkynes into gem-disubstituted-alkenes

A one-pot reaction of terminal alkynes with in situ generated hydrogen iodide and organozinc compounds in the presence of Pd(PPh3)4 provided a simple and useful method for the preparation of gem-disubstituted-alkenes.