5807-65-8

Usage

InChI:InChI=1/C16H27NO.ClH/c1-3-4-17-11(2)15(18)16-8-12-5-13(9-16)7-14(6-12)10-16;/h11-14,17H,3-10H2,1-2H3;1H

Upstream product

• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 1829-28-3 ethyl 2-iodobenzoate 
• 557-20-0 diethylzinc 
• 64-17-5 ethanol 
• 85-01-8 phenanthrene 

Downstream Products

• 5447-75-6 ethyl 9-oxo-9H-fluorene-4-carboxylate 
• 24017-92-3 2'-acetyl-[1,1'-biphenyl]-2-carboxylic acid 
• 56523-95-6 C₇₀H₉₀O₄ 
• 18076-62-5 2,2'-bis(hydroxyldiphenylmethyl)biphenyl 
• 194494-02-5 2,2'-bis[bis(p-methoxyphenyl)hydroxymethyl]biphenyl 
• 655234-98-3 {2'-[bis-(4-fluoro-phenyl)-hydroxy-methyl]-biphenyl-2-yl}-bis-(4-fluoro-phenyl)-methanol 
• 500310-15-6 5,5,7,7-Tetraphenyl-5,7-dihydro-dibenz[c,e]oxepin 
• 127118-01-8 [2'-(Hydroxy-diphenyl-methyl)-biphenyl-2-yl]-diphenyl-methanol; compound with propan-2-one 
• 127118-28-9 [2'-(Hydroxy-diphenyl-methyl)-biphenyl-2-yl]-diphenyl-methanol; compound with 2-methyl-naphthalene 
• 127118-29-0 [2'-(Hydroxy-diphenyl-methyl)-biphenyl-2-yl]-diphenyl-methanol; compound with cyclohexanone 
• 776-35-2 9,10-dihydrophenanthrene 
• 38274-14-5 2,2'-bis-(bromomethyl)-1,1'-biphenyl 
• 875855-78-0 2,2'-bis-(2-hydroxymethyl-phenyl)-bibenzyl 

Relevant academic research and scientific papers

Experimental study of the mechanism of the palladium-catalyzed aryl-alkyl negishi coupling using hybrid phosphine-electron-withdrawing olefin ligands

A detailed study of the Negishi cross-coupling reaction of ArI (Ar = 2-C6H4CO2Et) and ZnEt2 with palladium catalysts containing conventional phosphines versus one using a chelating hybrid phosphine-electron-withdrawing olefin (P-EWO) ligand reveals that for conventional phosphines (e.g., PPh3) β-H elimination from intermediate [PdArEt(PPh3)2] is competitive with Ar-Et reductive elimination and is responsible for part of the undesired reduction product ArH. In contrast, with the EWO phosphine, the β-H elimination from intermediate [PdArEt(P-EWO)] is slow compared to the fast Ar-Et reductive elimination, and the undesired reduction product ArH observed proceeds in this case of hydrolysis of ZnArEt, formed in transmetalations where Ar is transferred from Pd to Zn. The rate of these transmetalations is comparable to the rate of reductive eliminations. Consequently, undesired transmetalations affording [PdEt2(P-EWO)] and ZnArEt are more effective at early stages of the reactions and less effective when the ethylating agent becomes poorer in ZnEt2 and richer in ZnEtX (X = I), as the reaction proceeds. Careful analysis of the experiments reveals the detailed changing evolution of the reaction, not only providing the main features of the catalytic cycle but also deducing how the reagents in the system change with time and what the effects on the products of these changes are.

Photocatalysis in dimethyl carbonate green solvent: Degradation and partial oxidation of phenanthrene on supported TiO2

Dimethyl carbonate (DMC) is here proposed-for the first time-as a green organic solvent for photocatalytic synthesis. In this work, the photocatalytic partial oxidation of phenanthrene in dimethyl carbonate (DMC) by using anatase TiO2as the photocatalyst is described as paradigmatic example of a green synthetic process starting from polycyclic aromatic hydrocarbons (PAHs). For comparison, the same reaction carried out also in ethanol, 1-propanol or 2-propanol is reported. The use of DMC as the solvent allowed us to achieve 19% and 23% selectivity towards 9-fluorenone and 6H-benzo[c]chromen-6-one, respectively. The proposed approach may represent both a new green synthetic process and an environmentally friendly route to degradation of PAHs. This journal is

A brand-new Pd-mediated generation of benzyne and its [2+2+2] cycloaddition: δ-carbon elimination and concomitant decarboxylation

We found a brand-new method for the generation of aryne from methyl 2-bromobenzoates via the Pd-mediated concomitant δ-carbon elimination and decarboxylation. The generated arynes underwent Pd-mediated [2+2+2] cycloaddition to give triphenylenes.