942070-36-2

Upstream product

• 18245-28-8 2-(trimethylsilyl)thiophene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 18246-28-1 2-bromo-5-trimethylsilylthiophene 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 3141-27-3 2,5-dibromothiophen 
• 75-77-4 chloro-trimethyl-silane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 1273574-13-2 [biphenyl-4,4'-diylbis(thiene-5,2-diyl)]bis(trimethylsilane) 

Relevant academic research and scientific papers

Synthesis and characterization of cyclooctatetrathiophenes with different connection sequences

Based on the selectivity of deprotonation of 5,5′-bistrimethylsilyl- 2,3′-bithiophene (4) in the presence of n-BuLi, three new cyclooctatetrathiophenes (COThs), COTh-1, COTh-2, and COTh-3 have been efficiently developed via intermolecular or intramolecula

Synthesis and characterization of symmetrical sulfur-fused polycyclic aromatic hydrocarbons with controlled shapes

Here we report and establish a facile synthetic method for these unprecedented sulfur-fused polycyclic aromatic hydrocarbons (S-PAHs) with symmetrical structures (C2-rectangle and D6h-hexagonal shape). Characterization by laser desor

C-H bond activation/borylation of furans and thiophenes catalyzed by a half-sandwich iron N-heterocyclic carbene complex

A coordinatively unsaturated iron-methyl complex having an N-heterocyclic carbene ligand, [Cp*Fe-(LMe)Me] (1; Cp *=η5-C5Me5, L Me=1,3,4,5-tetramethyl-imidazol-2-ylidene), is synthesized from the reaction of [Cp*Fe(TMEDA)Cl] (TMEDA=N,N,N',N'- tetramethylethylenediamine) with methyllithium and LMe. Complex 1 is found to activate the C-H bonds of furan, thiophene, and benzene, giving rise to aryl complexes, [Cp*Fe(LMe)-(aryl)] (aryl=2-furyl (2), 2-thienyl (3), phenyl (4)). The C-H bond cleavage reactions are applied to the dehydrogenative coupling of furans or thiophenes with pinacolborane (HBpin) in the presence of tert-butylethylene and a catalytic amount of 1 (10 mol% to HBpin). The borylation of the furan/thiophene or 2-substituted furans/thiophenes occurs exclusively at the 2-or 5-positions, respectively, whereas that of 3-substituted furans/thiophenes takes place mainly at the 5-position and gives a mixture of regioisomers. Treatment of 2 with 2 equiv of HBpin results in the quantitative formation of 2-boryl-furan and the borohydride complex [Cp *Fe(LMe)(H2Bpin)] (5). Heating a solution of 5 in the presence of tert-butylethylene led to the formation of an alkyl complex [Cp*Fe-(LMe)CH2CH2tBu] (6), which was found to cleave the C-H bond of furan to produce 2. On the basis of these results, a possible catalytic cycle is proposed.

Terthiophene-perylene diimides: Color tuning via architecture variation

N, Na?2-Bisoctylperylene diimides (PDIs) have been functionalized in the 1,7-position with terthiophenes of varying architecture giving three new donor-acceptor (D-A) compounds of the same molecular weight. Different conjugation lengths, arrangements, and connections of the thiophene units within themselves and toward the PDI core have strong effects on the optical, electronic, and photochemical properties of the D-A compounds. Like jigsaw pieces joined together to give different pictures, the terthiophenes are linked to PDIs to achieve different colors. These insights into tuning color and energy levels can open new possibilities for tailoring chromophores to their desired applications, e.g., organic photovoltaics or organic field effect transistore. ? 2010 American Chemical Society.

Sequential electrophilic trapping reactions for the desymmetrization of dilithio(hetero)arenes

Double bromine-lithium exchange and sequential trapping of the dilithio intermediate with different electrophiles gives rise to the formation of unsymmetrically substituted (hetero)arenes in a one-pot fashion. Georg Thieme Verlag Stuttgart.

Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C-H functionalization

Iridium-catalyzed borylation has been applied to various substituted thiophenes to synthesize poly-functionalized thiophenes in good to excellent yields. Apart from common functionalities compatible with iridium-catalyzed borylations, additional functional group tolerance to acyl (COMe) and trimethylsilyl (TMS) groups was also observed. High regioselectivities were observed in borylation of 3- and 2,5-di-substituted thiophenes. Electrophilic aromatic C-H/C-Si bromination on thiophene boronate esters is shown to take place without breaking the C-B bond, and one-pot C-H borylation/Suzuki-Miyaura cross-coupling has been accomplished on 2- and 3-borylated thiophenes.