131416-55-2

Upstream product

• 50-00-0 formaldehyd 
• 27692-74-6 4-(4-aminobenzyl)pyridine 
• 108-89-4 picoline 
• 586-77-6 4-bromo-N,N-dimethylaniline 
• 64-18-6 formic acid 
• 1083-48-3 4-Nitrobenzylpyridin 
• 787515-64-4 C₁₄H₁₆N₂O 

Downstream Products

• 148861-29-4 Re(C₅NH₄C₅NH₄)(CO)3(C₅NH₄CH₂C₆H₄N(CH₃)2)⁽¹⁺⁾*PF₆^(1-)=(Re(C₁₀N₂H₈)(CO)3(C₁₄N₂H₁₆))PF₆ 

Relevant academic research and scientific papers

Iridium-Catalyzed Highly Efficient and Site-Selective Deoxygenation of Alcohols

An iridium-catalyzed, highly efficient, and site-selective deoxygenation of primary, secondary, and tertiary alcohols has been realized, under the assistance of a 4-(N-substituted amino)aryl directing group. Only the hydroxyl adjacent to the directing group can be deoxygenated. The deoxygenation is performed in water, with formic acid as both the promoter and hydride donor. Excellent yields and functionality tolerance, as well as high efficiency (S/C up to 1000 000, TOF up to 445 000 h-1), are obtained. The kinetic isotope effect studies show that hydride formation is the rate-determining step, and the deoxygenation follows an SN1-type pathway. The deoxygenation protocol has been demonstrated useful in the structural modification of naturally occurring ketones and steroids.

Efficient and Selective N-Methylation of Nitroarenes under Mild Reaction Conditions

Herein, we report a straightforward protocol for the preparation of N,N-dimethylated amines from readily available nitro starting materials using formic acid as a renewable C1 source and silanes as reducing agents. This tandem process is efficiently accomplished in the presence of a cubane-type Mo3PtS4 catalyst. For the preparation of the novel [Mo3Pt(PPh3)S4Cl3(dmen)3]+ (3+) (dmen: N,N′-dimethylethylenediamine) compound we have followed a [3+1] building block strategy starting from the trinuclear [Mo3S4Cl3(dmen)3]+ (1+) and Pt(PPh3)4 (2) complexes. The heterobimetallic 3+ cation preserves the main structural features of its 1+ cluster precursor. Interestingly, this catalytic protocol operates at room temperature with high chemoselectivity when the 3+ catalyst co-exists with its trinuclear 1+ precursor. N-heterocyclic arenes, double bonds, ketones, cyanides and ester functional groups are well retained after N-methylation of the corresponding functionalized nitroarenes. In addition, benzylic-type as well as aliphatic nitro compounds can also be methylated following this protocol.

Synthesis of 4-benzylpyridines via Pd-catalyzed CH3-arylation of 4-picoline

A highly efficient synthesis of 4-benzylpyridines was developed via Pd-catalyzed C(sp3)-H arylation between 4-picoline and aryl halides. It was found that the best yields were achieved with a simple Pd(PPh3)4 catalyst and Cs2CO3 as the base. Compared with the known methods, our reaction does not require the use of a strong organometallic reagent as the base.

Lewis acid promoted benzylic cross-couplings of pyridines with aryl bromides

Either ZnCl2, Sc(OTf)3, or BF3OEt 2 can promote the palladium-catalyzed arylation of methylpyridines and related heterocycles (see example). The complexation of the Lewis acid to the nitrogen atom in the heteroc

Ligand-to-Ligand charge-transfer photochemistry

The photochemistry and photophysics are reported for a unique series of complexes of the type fac-(bpy)-ReI(CO)3 -(α-AA), where bpy=2,2′-bipyridine and α-AA is a "reactive donor ligand" that incorporates an α-amino alcohol functional