130373-85-2

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 104-95-0 (4-bromophenyl)thioanisole 
• 3058-39-7 4-iodobenzonitrile 
• 18620-04-7 4-thioanisolemagnesium bromide 

Relevant academic research and scientific papers

Synthese de biaryles dissymetriques par electroreduction d'halogenures aromatiques catalysee par des complexes du nickel associe a la 2,2'-bipyridine

Nickel-2,2'-bipyridine complexes are useful catalysts in the preparation of unsymmetrical biaryls by electroreduction of a mixture of two aryl halides which are para-substituted with electron acceptors and electron donors, respectively.The syntheses were carried out in N-methylpyrrolidone by constant current electrolyses in an undivided cell fitted with a sacrificial magnesium anode.

Tris(trimethylsilyl)silylboronate Esters: Novel Bulky, Air- and Moisture-Stable Silylboronate Ester Reagents for Boryl Substitution and Silaboration Reactions

New, bulky tris(trimethylsilyl)silylboronate pinacol and hexylene glycol esters ((TMS)3Si-B(pin) and (TMS)3Si-B(hg)) were prepared in 46 and 61% yields, respectively, by the reaction of tris(trimethylsilyl)silylpotassium with the corresponding boron electrophiles. Notably, these silylboronate esters exhibited high stability to air and silica gel and were applied to the transition-metal-free boryl substitution of aryl halides, providing the desired borylated products in high yields with excellent B:Si ratios (up to 96% yield, B/Si = 99/1). These new silylboronate esters were also applied to a sequential borylation/cross-coupling process with various aryl halides, as well as the base-mediated silaboration of styrene.

Room temperature palladium-catalyzed cross coupling of aryltrimethylammonium triflates with aryl grignard reagents

Figure Presented. Aryltrimethylammonium triflates and tetrafluoroborates were found to be highly reactive electrophiles in the Pd-catalyzed cross coupling with aryl Grignard reagents. The coupling reactions proceed at ambient temperature with a nearly stoichiometric quantity of Grignard reagent, and diverse functionality is tolerated. Competition experiments established the reactivity of PhNMe3OTf relative to PhCl, PhBr, PhI, and PhOTf.

Efficient palladium-catalyzed synthesis of unsymmetrical donor-acceptor biaryls and polyaryls

4,4'-Unsymmetrically substituted biphenyls can be synthesized by cross-coupling reactions of substituted aromatic organometallic reagents and aromatic halides catalyzed by palladium complexes.This two-step method from commercially available aromatic halides has been used for the synthesis of a series of donor/acceptor para-substituted biphenyls, D-C6H4-C6H4-A, where D is an electron donor group and A an electron acceptor group, which are of interst as liquid crystal precursors and as having potential in non-linear optics.Biaryls in which the donor-phenyl moiety is replaced by a 2-furyl or 2-thienyl can be synthesized similarly.The method can also be used for the convergent synthesis of previously unreported unsymmetrically substituted polyparaphenylenes D-(C6H4)n-A (n = 3, 4).