94397-78-1

Upstream product

• 938-81-8 N-nitrosoacetanilide 
• 35920-23-1 acetic acid-(4-bromo-N-nitroso-anilide) 
• 1822-00-0 trimethylsilylmethyllithium 
• 1122-91-4 4-bromo-benzaldehyde 
• 78704-49-1 1-(4-chlorophenyl)-2-trimethylsilylacetylene 
• 75-77-4 chloro-trimethyl-silane 
• 29955-07-5 trimethyl(diiodomethyl)silane 
• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 1068-69-5 Tris(trimethylsilyl)methane 
• 1613-97-4 (E)-1-(4-bromophenyl)-N-phenylmethanimine 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 754-05-2 ethenyltrimethylsilane 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 

Downstream Products

• 115665-68-4 (E)-1-bromo-4-(2-bromovinyl)benzene 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 20511-04-0 (E)-4-(4-bromophenyl)but-3-ene-2-one 
• 22966-09-2 (2E)-3-(4-bromophenyl)-1-phenylprop-2-en-1-one 

Relevant academic research and scientific papers

Asymmetric Hydrosilylation of β-Silyl Styrenes Catalyzed by a Chiral Palladium Complex

A palladium complex coordinated with a chiral SIPHOS ligand was evaluated as an efficient catalyst for asymmetric hydrosilylation of β-silyl styrenes with trichlorosilane and 23 1,2-bis(silyl) chiral compounds were produced. Good to excellent enantioselec

Stereoselective Transfer Semi-Hydrogenation of Alkynes to E-Olefins with N-Heterocyclic Silylene–Manganese Catalysts

The synthesis and structures of the first SiII-donor supported manganese(II) complexes [L1]MnCl2, [L2]MnCl2, and [L3]2MnCl2 are reported, bearing a pincer-type bis(NHSi)-pyridine ligand L1, bidentate bis(NHSi)-ferrocene ligand L2, and two monodentate NHSi ligands L3 (NHSi = N-heterocyclic silylene), respectively. They act as unprecedented very active and stereoselective Mn-based precatalysts (1 mol % loading) in transfer semi-hydrogenations of alkynes to give the corresponding E-olefins using ammonia–borane as a convenient hydrogen source under mild reaction conditions. Complex [L1]MnCl2 shows the best catalytic performance with quantitative conversion rates and excellent E-stereoselectivities (up to 98 %) for different alkyne substrates. Different types of functional groups can be tolerated, except CN, NH2, NO2, and OH groups at the phenyl group of 1-phenyl substituted alkynes.

Structural Characterization and Unique Catalytic Performance of Silyl-Group-Substituted Geminal Dichromiomethane Complexes Stabilized with a Diamine Ligand

Stabilization by a silyl group on the methylene carbon and a diamine ligand led to the isolation of gem-dichromiomethane species. X-ray crystallography confirmed the identity of the structure of this rare example of reactive gem-dimetalloalkane species. T

Stereoselective peterson olefinations from bench-stable reagents and N-phenyl imines

The synthesis of bench-stable α,α-bis(trimethylsilyl)toluenes and tris(trimethylsilyl)methane is described and their use in stereoselective Peterson olefinations has been achieved with a wide substrate scope. Product stereoselectivity was poor with carbonyl electrophiles (E/Z ～1:1 to 4:1) though this was significantly improved by employing the corresponding substituted N-benzylideneaniline (up to 99:1) as an alternative electrophile. The olefination byproduct was identified as N,N-bis(trimethylsilyl)aniline and could be easily separated from product by aqueous acid extraction. Evidence for an autocatalytic cycle has been obtained.

One-pot synthesis of (E)-styryl ketones from styrenes

A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-styryl ketones from styrenes based on sequential ruthenium-catalyzed silylative coupling-rhodium-catalyzed desilylative acylation reactions is reported.

New one-pot synthesis of (E)-β-aryl vinyl halides from styrenes

A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-β-aryl vinyl iodides and (￡)-β-aryl vinyl bromides from styrenes based on sequential ruthenium-catalyzed silylative coupling-N-halosuccinimide-mediated halodesilylation reactions is reported.

Synthesis of (E)-alkenes via hydroindation of C{triple bond, long}C in InCl3-NaBH4 system

In InCl3-NaBH4-MeCN system, terminal aryl alkynes could couple with aryl iodides and bromides to give disubstituted alkenes via hydroindation of C{triple bond, long}C. In the similar way, (E)-alkenylsilanes were synthesized via reduction of alkynylsilanes in tetrahydrofuran (THF) in high yields. The processes showed high regio- and stereoselectivity.

Stereoselective one-pot synthesis of vinylsilanes from aromatic aldehydes

Vinylsilanes serve as convenient vinyl anion equivalents, but procedures for their stereoselective synthesis from aldehydes are scarce. A variety of aromatic aldehydes are converted to the corresponding vinylsilanes in a one-pot procedure involving the addition of (trimethylsilylmethyl)lithium to the aldehyde followed by treatment with Cp2TiCH2·AlMe2Cl ('Tebbe's reagent'). Halide and alkoxide substituents are tolerated, and (E)-vinylsilanes are formed exclusively in good yield.

Stereospecific Arylation of Alkenylsilanes with Arylpalladium Acetates

Alkenyltrimethylsilanes ((E)- and (Z)-RCH=CHSiMe3: R = H, Ph, n-C6H13 and CH3OCH2) stereospecifically reacted at 40 deg C or room temperature with in situ generated phenylpalladium acetate to produce R(Ph)C=CSiMe3 and RCH=C(Ph)SiMe3 with inversion of their geometry.The arylation of CH2=CHSiMe3 with arylpalladium acetates gave (E)-ArCH=CHSiMe3 (Ar = XPH; X = H, 4-Me, 4-MeO, 4-Br, 4-I, 4-EtOCO, and 4-NO2) in good yields.

Synthesis of (E)-(2-Arylethenyl)silanes by Palladium-Catalyzed Arylation of Vinylsilanes in the Presence of Silver Nitrate

A series of (E)-trimethyl(2-arylethenyl)silanes 1-16 and (E)-triethoxy(2-arylethenyl)silanes 17 and 18 has been synthesized by palladium-catalyzed arylation of the corresponding vinylsilanes, in the presence of silver nitrate.Apart from enhancing the rate of the reaction, silver nitrate also completely suppresses the desilylation.In the absence of silver salt, under ordinary Heck arylation conditions, styrene derivatives are formed in good yields.A possible mechanistic rationale for the formation of styrenes is discussed.