25287-29-0

Upstream product

• 106-49-0 p-toluidine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 637-69-4 4-Methoxystyrene 
• 768-60-5 4-methoxyphenylacetylen 
• 15795-42-3 N-sulfinyl-4-methylaniline 

Downstream Products

• 1383478-29-2 (Z)-N-(1-[2,6-(diphenyl)-p-methoxyphenyl]ethylidene)-p-toluidine 
• 1383478-21-4 (E)-N-(1-[2,6-(diphenyl)-p-methoxyphenyl]ethylidene)-p-toluidine 

Relevant academic research and scientific papers

Unsaturated vicinal frustrated phosphane/borane Lewis pairs as ligands in gold(i) chemistry

The P/B FLP 6, formed by the 1,1-hydroboration of dimesitylphosphino(trimethylsilyl)acetylene with HB(C6F5)2 forms the Au(i)X complexes 9a (X: Cl) and 10a (X: NTf2), respectively. Both show marked Au?B interactions. The P/B FLP isomer 8, featuring the bulky SiMe3 substituent at the carbon adjacent to boron forms gold complexes 9b and 10b, both of which show weaker Au?B interactions. Complex 10a was employed in the catalytic hydroamination of a series of alkynes with p-toluidine. Complexes 9 and 10 were characterized by X-ray diffraction.

Room temperature hydroamination of alkynes with anilines catalyzed by anti-Bredt di(amino)carbene gold(i) complexes

The room temperature hydroamination of alkynes with phenylhydrazine and anilines was achieved with an anti-Bredt di(amino) carbene gold(i) chloride as precatalyst, in the presence of KBArF as chloride scavenger. These reactions were highly regioselective and excellent conversions were obtained (up to 99%) for a series of alkynes and anilines.

Comparison of the 13C (C=N) chemical shifts of substituted N-(phenyl-ethylene)-anilines and substituted N-(benzylidene)-anilines

Comparison of 13C NMR of C=N bond chemical shifts δC(C=N) in substituted N-(phenyl-ethylene)-anilines XArC(Me)=NArY (XPEAYs) with that in substituted N-(benzylidene)-anilines XArCH=NArY (XBAYs) was carried out. The δC(C=N)

Ethyl-Zinc(II)-Cation Equivalents: Synthesis and Hydroamination Catalysis

Ion-like ethylzinc(II) compounds with weakly coordinating aluminates [Al(ORF)4]- and [(RFO)3Al-F-Al(ORF)3]- (RF=C(CF3)3) were synthesi

An (Aminopyrimidinato)titanium catalyst for the hydroamination of alkynes and alkenes

A new (aminopyrimidinato)titanium complex has been synthesised from inexpensive and easily accessible 2-(tert-butylamino)pyrimidine and [Ti(NMe 2)4] and used as a catalyst for the intermolecular hydroamination of alkynes as well as the cyclization of aminoalkenes. The hydroamination reactions of 1-phenylpropyne and terminal arylalkynes deliver the corresponding anti-Markovnikov addition products with excellent yields and regioselectivities. A new (aminopyrimidinato)titanium complex has been synthesised from inexpensive 2-(tert-butylamino)pyrimidine and [Ti(NMe 2)4] and used as a catalyst for the intermolecular hydroamination of alkynes as well as the cyclization of aminoalkenes. The complex represents the first example of a catalyst for the hydroamination of alkynes that contains an aminoheteroaromatic ancillary ligand.

Oxo/imido heterometathesis between N-sulfinylamines and ketones catalyzed by a silica-supported molybdenum imido complex

Grafting the molecular complex (MesN)2Mo(CH2CMe2Ph)2 onto the surface of silica dramatically enhances its catalytic activity in the oxo/imido heterometathesis reaction of N-sulfinylamines with carbonyl compounds.

Transfer of amido groups from isolated rhodium(I) amides to alkenes and vinylarenes

The reaction of monomeric and dimeric rhodium(l) amido complexes with unactivated olefins to generate imines is reported. Transamination of {(PEt 3)2RhN(SiMePh2)2} (1a) or its -N(SiMe3)2 analogue 1b with p-toluidine gave the dimeric [(PEt3)2Rh(M-NHAr)]2 (Ar = p-tolyl) (2a) in 80% isolated yield. Reaction of 2a with PEt3 generated the monomeric (PEt3)3Rh(NHAr) (Ar = p-tolyl) (3a). PEt 3-ligated arylamides 2a and 3a reacted with styrene to transfer the amido group to the olefin and to form the ketimine Ph(Me)-C=N(p-tol) (4a) in 48-95% yields. The dinuclear amido hydride (PEt3)4Rh 2(μ-NHAr)(μ-H) (Ar = p-tolyl) (5a) was formed from reaction of 2a in 95% yield, and a mixture of this dimeric species and the (PEt 3)nRhH complexes with n = 3 and 4 was formed from reaction of 3a in a combined 75% yield. Propene reacted with 2a to give Me 2C=N(p-tol) (4b) and 5a in 90 and 57% yields. Propene also reacted with 3a to give 4b and 5a in 65 and 94% yields. Analogues of 2a and 3a with varied electronic properties also reacted with styrene to form the corresponding imines, and moderately faster rates were observed for reactions of electron-rich arylamides. Kinetic studies of the reaction of 3a with styrene were most consistent with formation of the imine by migratory insertion of olefin into the rhodium-amide bond to generate an aminoalkyl intermediate that undergoes β-hydrogen elimination to generate a rhodium hydride and an enamine that tautomerizes to the imine.