220196-07-6

Usage

Uses

Used in Pharmaceutical Industry:
2-bromo-6-(thiophen-2-yl)pyridine is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
2-broMo-6-(thiophen-2-yl)pyridine is also utilized as a precursor in the production of agrochemicals, contributing to the development of effective pesticides and other agricultural products.
Used in Electronic Materials:
2-bromo-6-(thiophen-2-yl)pyridine is used in the development of materials for electronic applications, such as organic semiconductors and conductors, due to its electronic properties.
Used in Optoelectronic Applications:
2-broMo-6-(thiophen-2-yl)pyridine is employed in the creation of materials for optoelectronic devices, including organic light-emitting diodes (OLEDs) and photovoltaic cells, taking advantage of its light-emitting and light-absorbing characteristics.
Used in Research and Development:
2-bromo-6-(thiophen-2-yl)pyridine serves as a versatile compound in various research fields, enabling the exploration of new chemical reactions and the synthesis of novel organic compounds with potential applications in different industries.

Upstream product

• 1003-09-4 2-bromothiophene 
• 626-05-1 2,6-Dibromopyridine 

Downstream Products

• 409093-87-4 diphenyl[6-(2'-thienyl)-2-pyridyl]phosphine 

Relevant academic research and scientific papers

Novel diphenylphosphine derivatives of 2,2′-bithiophene, 2,2′:5′,2″-terthlophene, 2-(2′-thlenyl)pyndine and 2,6-di-2′-thienylpyridine. Crystal structures of 5,5′-bis(diphenylphosphino)-2,2′-bithiophene, diphenyl{5-[6′-(diphenylphosphino)-2′-pyridyl]-2-thienyl}phosphine and 2,6-bis[5′-(diphenylphosphino)-2′-thienyl]pyridine

We report the synthesis and characterisation of eight molecules that have in common a diphenylphosphino group bonded to an α-carbon atom of a thienyl or pyridyl ring: 5,5′-bis(diphenylphosphino)-2,2′-bithiophene 1; diphenyl(2,2′-bithienyl-5-yl)phosphine 2; 5,5″-bis(diphenylphosphino)-2,2′:5′,2″-terthiophene 3; diphenyl-(2,2′:5′,2″-terthienyl-5-yl)phosphine 4; diphenyl[5-(2′-pyridyl)-2-thienyl]phosphine 5; diphenyl[6-(2′-thienyl)2-pyridyl]phosphine 6; diphenyl{5-[6′-(diphenylphosphino)-2′-pyridyl]-2-thienyl}phosphine 7; and 2,6-bis[5′-(diphenylphosphino)-2′-thienyl]pyridine 8. Methods used for their synthesis range from lithiation of the parent heterocycle and subsequent reaction with PPh2Cl to the use of coupling reactions catalysed by metal complexes to assemble the molecule from its subunits. The crystal and molecular structures of 1, 7 and 8 have been determined and show that the 2,2′-bithienyl moiety in 1 adopts an s-trans-conformation, while the 2-(2′-thienyl)pyridyl moieties in 7 and 8 adopt s-cis-conformations in the solid state. These compounds represent a new series of ligands that are expected to bond to metals through the phosphorus and/or nitrogen atoms rather than a sulfur atom, in view of the poor donor ability of a thiophene sulfur towards metals.

Ligands containing alternating 2,6-linked pyridine and 2,5-linked thiophene units

A variety of linear assemblies of alternating pyridine (2,6-linked) [P] and thiophene (2,5-linked) [T] units have been generated with up to seven units and their macrocyclisation investigated. The optimal methods involved the palladium(0) catalysed reaction of thienyl Grignard reagents with bromopyridines. In this way were made TPT, TPTPT, TPTPTPT, BrPTPBr and various XCH2PTPTPCH2X derivatives (X = H, Br, OH, OR and SBu-t). Alternative routes whereby pyridine units were 2,6-linked by CH2SCH2 units, with the intention of converting the bridge groups into thiophenes by a Hinsberg reaction, were also studied. The latter products {(HOCH2[P]CH2)2S and (HOCH2[P]-CH2SCH2)2[P]} proved to be highly effective ligands for transition metals, especially divalent ones such as Co2+, Ni2+ and Zn2+. No macrocyclisations were effective.