21711-52-4

Usage

Uses

Used in Organic Synthesis:
1,1':4',1''-Terphenyl, 4,4''-dichlorois used as a key intermediate in organic synthesis for the production of various complex organic compounds. Its unique structure allows for versatile chemical reactions, facilitating the creation of a wide range of molecules with specific properties.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 1,1':4',1''-Terphenyl, 4,4''-dichlorois utilized as an intermediate in the synthesis of certain drugs. Its presence in the molecular structure can impart specific therapeutic effects, making it a valuable component in the development of new medications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 1,1':4',1''-Terphenyl, 4,4''-dichloroserves as an intermediate in the synthesis of various agrochemicals. Its role in these compounds can contribute to the effectiveness of pesticides, herbicides, and other agricultural products, enhancing crop protection and yield.
Used in Chemical Research:
1,1':4',1''-Terphenyl, 4,4''-dichlorois also employed in chemical research as a model compound for studying the properties and reactions of aromatic compounds. Its predictable reactivity and structural features make it an ideal candidate for understanding fundamental chemical principles and developing new synthetic methodologies.

Upstream product

• 66107-30-0 4-bromophenyl trifluoromethanesulfonate 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 1679-18-1 4-Chlorophenylboronic acid 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 

Relevant academic research and scientific papers

A highly efficient catalytic system for microwave-assisted Suzuki-Miyaura reactions as well as room temperature homocoupling reactions of arylboronic acids in aqueous media

An in situ generated catalytic system derived from PdCl2 and (C6H5)3CNH2 shows good-to-excellent activity (upto 92% isolated yield) in the microwave-assisted Suzuki-Miyaura cross-coupling reactions of aryl halides with arylboronic acids in aqueous media. Both electron-donating and electron-withdrawing aryl bromides can be efficiently coupled with arylboronic acids. Chloroarenes can also be coupled, but much lower yields are obtained. Interestingly, the same catalytic system is also found to be effective for homocoupling reactions of arylboronic acids in water. Moderate-to-excellent yields of symmetrical biphenyl compounds can be achieved at room temperature.

Control of reactive site in Palladium-Catalyzed grignard Cross-Coupling of arenes containing both bromide and triflate

Reaction of 4-bromophenyl triflate (1) with phenylmagnesium bromide in the presence of 5 mol % of PdCl2(dppp) gave 97% yield of 4-bromobiphenyl (2a), which was formed by selective replacement of triflate in 1 by phenyl. On the other hand, bromide in 1 was substituted with the phenyl Grignard reagent selectively by use of PdCl2(meo-mop)2 to give 4-biphenyl triflate (3a) in high yield. The selective substitution was demonstrated to take place at the oxidative addition step to a palladium(0) species in a stoichiometric reaction of 1 with palladium(0) phosphine complexes.

Synthetically Useful Aryl-Aryl Bond Formation via Grignard Generation and Trapping of Arynes. A One Step Synthesis of p-Terphenyl and Unsymmetric Biaryls

A one-pot route to p-terphenyls is described.Addition of 1,4-dibromo-2,5-diiodobenzene, 1, to excess aryl Grignard reagent gives the terphenyl di-Grignard 2 and the trihalo mono-Grignard 5.After aqueous quench, p-terphenyls are isolated in 30percent to 50percent yield (Table I).This yield can be improved to 70-80percent by adding potassium tert-butoxide or lithium tetramethylpiperidide to the reaction mixture prior to workup.Mechanisms involving organometallic aryne intermediates are proposed.With o-bromoiodoarenes in place of tetrahaloarenes the method can be adapted to prepare unsymmetric biaryls in good yield (Table II).