107134-72-5

Upstream product

• 13183-70-5 1,4-bis-(trimethylsilyl)benzene 
• 10294-34-5 boron trichloride 

Downstream Products

• 18042-44-9 4-trimethylsilylpropiophenone 
• 31970-26-0 1-(4-iodophenyl)propan-1-one 
• 475056-90-7 4-allenyliodobenzene 
• 1036761-16-6 1-p-Me₃SiC₆H₄-2,3,4,5-tetraphenylborole 
• 574755-28-5 (4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenyl)trimethylsilane 
• 107134-77-0 [4-(difluoroboryl)phenyl]trimethylsilane 
• 4250-49-1 (4-bromophenyl)dichloroborane 
• 107134-80-5 <4-(Dimethoxyboryl)phenyl>trimethylsilan 
• 10342-83-3 4'-Bromopropiophenone 

Relevant academic research and scientific papers

Synthesis of arylboronates by boron-induced ipso-deantimonation of triarylstibanes with boron trihalides and its application in one-pot two-step transmetallation/cross-coupling reactions

The reaction of triarylstibanes (1) with boron trihalides (BCl3, and BBr3) afforded arylboron dihalides (2) by utilizing all the three aryl groups on the antimony. Boron intermediates (2) were transformed to arylboronates (3) in good to excellent yields by treatment with methanol and 1,3-propanediol. Further, the Pd-catalyzed reactions of 2 with organic halides such as 1-bromonaphthalene and benzoyl chloride in the presence of H2O afforded the corresponding cross-coupling products, unsymmetrical biaryls (4) and ketones (5), in moderate to good yields. The potential energy surfaces for the transmetallations of triarylstibanes (1) with BCl3 affording 2 were determined by molecular orbital calculations. The analyses of substituent effects on theoretically calculated reactivities showed the importance of the resonance effects of the ring substituents on these transmetallations.

Synthesis and reaction of secondary and primary diorganozinc reagents using a boron-zinc exchange reaction. A useful method for the stereo- and regioselective formation of new carbon-carbon bonds

Applications of the boron-zinc exchange reaction to make new carbon-carbon bonds are reviewed. Functionalized chiral secondary alkylzinc reagents can be prepared by this exchange reaction and allows to perform formal enantioselective Michael-additions wit

One-pot chemoselective functionalization of arylsilanes via cascade metal-metal exchange reactions

A cascade-transmetallation sequence allows a one-pot conversion of arylsilanes into functionalized arylcoppers; they react with various types of electrophiles (allylic halides, acid chlorides, bromoalkynes); bimetallic zinc-copper-reagents can be prepared by this method either directly or in a sequential fashion.

Borylation of Arylsilanes, II. - Synthesis and Reactions of Silylated Dihalogenphenylboranes

Upon treatment with trihaloboranes 4a and 4b the bissilylated benzenes 1, 2, and 3 yield the silylated dihalogenphenylboranes 5a-7b under substitution of one silyl group only.The corresponding difluoroboranes 5c-7c are easily accessible by a new fluorination method under mild reaction conditions by treating the dichloroboranes with lithium fluoride in ether.Upon heating with excess 4 the exchange of the second silyl group occurs, too, yielding the position-isomeric diborylbenzenes 9, 10, and 11.The bromination of the silylated dichlorophenylboranes 5a-7a proceeds with high regioselectivity under desilylation yielding 12, 13, and 14.The dimethoxyboranes 15, 16, and 17, synthesized by methanolysis of the corresponding dichloroboranes, can be coupled with bromobenzene under palladium(0) catalysis to yield the position-isomeric silylated biphenyls 18, 19, and 20.