Category: 239075-02-6

Rodriguez-Alba, Efrain published the artcileDesign of novel well-defined oligothiophenes bearing donor-acceptor groups (pyrene-porphyrin): Synthesis, characterization, optical properties and energy transfer, Quality Control of 239075-02-6, the publication is Journal of Molecular Structure (2019), 28-36, database is CAplus.

Novel thiophene monomers containing porphyrin units attached via di(ethylene glycol) and tetra(ethylene glycol) spacers were synthesized: 3-methyl-4-(4-(1-(5-phenyl-10,15,20-triphenylporphyrin)) diethoxy) thiophene (M2PPh) and 3-methyl-4-(4-(1-(5-phenyl-10,15,20-triphenylporphyrin)) tetraethoxy) thiophene (M4PPh). These monomers and other co-monomers with pyrene units 3-methyl-4-(diethoxy) thiophene (M2) and 3-methyl-4-(tetraethoxy) thiophene (M4) previously reported by us, were linked to thiophene and bithiophene via a Suzuki coupling reaction to give the corresponding terthiophenes and quaterthiophenes: [3-diethoxypyrene, 3-diethoxyporphyrin, 4,4”’ di-Me – 2,2:5’2″- terthiophene (TT2PY-PPh)], [3-tetraethoxypyrene, 3-tetraethoxyporphyrin, 4, 4”’dimethyl-2,2:5’2″-terthiophene (TT4PY-PPh)], [3′-diethoxypyrene, 3′-diethoxyporphyrin, 4,4”’methyl-2,2′:5′:2”:5”,2”’-quaterthiophene (QT2PY-PPh)], and [3′-tetraethoxypyrene, 3′-tetraethoxyporphyrin,4,4”’methyl-2,2′:5′:2”:5”,2”’-quaterthiophene (QT4PY-PPh)]. The synthesized compounds were characterized by ¹H NMR, ¹³C NMR and MALDI-TOF mass spectrometry; their optical properties were studied by absorption and fluorescence spectroscopy. The emission spectra of the oligothiophenes bearing pyrene-porphyrin units showed a significant decrease in the pyrene monomer emission and the appearance of a new emission band at 650 nm, arising from the porphyrin, which revealed that a FRET phenomenon is occurring from the excited pyrene to the porphyrin. The obtained FRET efficiencies were between 93 and 98% depending on the oligomer structure.

Journal of Molecular Structure published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Quality Control of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rodriguez-Alba, Efrain published the artcileSynthesis, characterization and optical properties of novel oligothiophenes bearing pyrene units attached via well defined oligo(ethylene glycol) spacers, Quality Control of 239075-02-6, the publication is Synthetic Metals (2015), 92-105, database is CAplus.

Two new thiophene monomers bearing pyrene units attached via di(ethylene glycol) and tetra(ethylene glycol) spacers were synthesized, 3-methyl-4-(diethoxy) thiophene (M2) and 3-methyl-4-(tetraethoxy) thiophene (M4). These monomers were linked to thiophene and bithiophene via a Suzuki coupling reaction to give the corresponding terthiophenes and quaterthiophenes: [3,3-(di (diethoxypyrene)), 4,4”’dimethyl-2,2: 5#14-15#-terthiophene (TT2)], [3,3-(di(tetraethoxypyrene)), 4,4”’dimethyl-2,2:5#14-15#-terthiophene (TT4)], [3,3”’-di(diethoxypyrene), 4,4”’methyl-2,2′:5′: 2”:5”,2”’-quaterthiophene (QT2)], and [3,3”’-di(tetraethoxypyrene), 4,4”’methyl -2,2′:5′:2”:5”,2”’-quaterthiophene (QT4)]. The obtained oligothiophenes were characterized by ¹H, ¹³C NMR spectroscopies and MALDI-TOF mass spectrometry. The optical properties of these compounds were studied by absorption and fluorescence spectroscopy. The absorption spectra of these compounds exhibited a broad absorption band at λ_max = 350 nm arising from the S₀ → S₂ transition of the pyrene group. This broadening is an indication of the presence of pyrene-pyrene interactions in the ground state. A discrete band at ca λ = 385 due to the S₀ → S₁ transition (n-π*) of the oligothiophene backbone was also observed The emission spectra of oligomers TT2, TT4, QT2 and QT4 showed a “monomer emission” band at λ_M = 379-450 nm followed by an intense excimer emission band at λ_E = 570 nm due to intramol. pyrene-pyrene interactions. The effect of the flexible spacer length and that of the oligomer backbone influences significantly the formation of pyrene-pyrene complexes.

Synthetic Metals published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Quality Control of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zheng, Yijun published the artcileOptical and redox properties of phenyl-capped cyclohexa[c]-oligothiophenes, Application In Synthesis of 239075-02-6, the publication is Synthetic Metals (2013), 1-9, database is CAplus.

A series of phenyl-capped cyclohexa[c]thiophene derivatives (nCHT-TEG, n = 2, 4, or 6) have been synthesized. NCHT-TEG are well-soluble in common organic solvents. The absorption spectra of neutral nCHT-TEG oligomers indicated a shorter effective conjugation length than conventional oligothiophenes based on the non-coplanarity of the thiophene rings. NCHT-TEG can be oxidized/reduced reversibly. The results of cyclic voltammetry and UV-Vis-NIR spectroscopy of the oxidized nCHT-TEG revealed that the effective conjugation length increases at the higher oxidation state. D. functional theory (DFT) calculations indicate that the quinoidal structure of the oxidized nCHT contributes to the improved effective conjugation length. NCHT-TEG radical cations and dications were characterized by ESR and NMR spectroscopies, resp. NMR results of nCHT-TEG dication revealed that 2CHT-TEG²⁺ have closed-shell bipolaron structure, while 4CHT-TEG²⁺ and 6CHT-TEG²⁺ are the mixture of closed-shell bipolaron and open-shell two-polaron structures.

Synthetic Metals published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C5H6BNO3, Application In Synthesis of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Moriai, Ryota published the artcileDesign and synthesis of 2-(1,3-dialkoxy-2-methylpropan-2-yl)-1,3-diarylpropanes as tethering units for folded H-stacking polymers, Formula: C20H28B2O4S2, the publication is Tetrahedron Letters (2014), 55(16), 2649-2653, database is CAplus.

1,3-Diarylpropenes 9 having a 1,3-dialkoxy-2-methylpropan-2-yl group were designed as tethering monomers for folded H-stacking polymers, and were readily synthesized from 2-ethoxymethylidene malonate in four- or five-steps, including a facile sequential addition-elimination-addition reaction of benzyl zinc reagents. The preference for the closed (stacked) conformation in the resulting 2-substituted 1,3-diarylpropanes 9 was evaluated using MM2 calculations, ¹H NMR analyses, and fluorescence measurements. Copolymerization of the resulting monomers 9 with compounds containing π-units provided polymers with blue-shifted UV-absorptions both in solution and as films, compared with that of a model compound containing a single π-unit. This optical property is unique to H-aggregated π-units.

Tetrahedron Letters published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Formula: C20H28B2O4S2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Okamoto, Sentaro published the artcileSynthesis of folded H-stacking skipped π polymers consisting of different 2-substituted trimethylene tethering units and their optical and conductive property, Category: alcohols-buliding-blocks, the publication is Polymer (2021), 124037, database is CAplus.

A series of polymers P1-P4 ([-CH₂CH(Z)CH₂-(π conjugated unit)-]n, where Z = a bulky substituent) were synthesized via the Suzuki-Miyaura coupling polymerization and predominantly existed in their folded H-stacking form in the solution and film, which was evidenced by UV absorption, fluorescent behavior, and X-ray diffraction anal. The morphol. of the polymers in the solid states was dependent on the structure of the Z group present. The conductive nature of P1-P4 was preliminarily demonstrated on hole-only devices. Moreover, a similar onset voltage was observed for P1-P3, which all contained the same π units; however, their current-voltage characteristics were highly dependent on the Z structure. P4, which contained cross-conjugated π units, exhibited a relatively high conductivity with a lower onset requirement.

Polymer published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Tsuchiya, Tomoaki published the artcileThe factors that govern the allosteric chemical sensing of polythiophene chemosensors: scope and limitation toward signal-amplification sensing, HPLC of Formula: 239075-02-6, the publication is RSC Advances (2021), 11(48), 30472-30478, database is CAplus and MEDLINE.

The newly designed polythiophene chemosensors (PT1 and PT2) were synthesized via the Suzuki-Miyaura polymerization with appropriate yields. The photophys. properties of PTs thus obtained were examined by means of UV/vis, fluorescence, excitation spectroscopy, and time-correlated single-photon-counting method. The π-π* transitions around 400-600 nm and the emissions in the range of 400-650 nm were observed The binding behavior of PTs was also investigated upon the interaction of tetrabutylammonium or tetrabutylphosphonium isophthalate, affording the binding constants (K) of 5790-8310 M^-1, which were quite smaller than those observed in the corresponding repeating unit. The comprehensive analyses of the UV/vis data and theor. calculation supports revealed the origins of scope and limitation toward signal-amplification sensing. The present results obtained herein will guide the development of new amplification chemosensors.

RSC Advances published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C22H12F6O6S2, HPLC of Formula: 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Koohmareh, Gholam Ali published the artcileSynthesis, characterization, and optical properties of new pyridine- and thiophene-based copolymer bearing bulky naphthyl group, Synthetic Route of 239075-02-6, the publication is Polymer Bulletin (Heidelberg, Germany) (2015), 72(11), 2979-2990, database is CAplus.

A new copolymer was synthesized via reaction of new pyridine-containing dibromo compound, 2,6-bis(4-bromophenyl)-4-(naphthalen-1-yl) pyridine, with thiophene-based diboronic ester via Suzuki cross-coupling reactions. 2,6-Bis(4-bromophenyl)-4-(naphthalen-1-yl) pyridine was synthesized starting from condensation reactions of 4-bromoacetophenone and 1-naphthaldehyde. The synthesized monomer and polymer were characterized by FT-IR and NMR spectroscopy. The phys. properties of the polymer, including solubility and viscosity were studied, and the results showed good solubility and chain growth for polymer. Maximum absorption peak for polymer was 388 nm. The optical band gap energy of the polymers was determined by absorption onset and 2.38 eV for polymer.

Polymer Bulletin (Heidelberg, Germany) published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Synthetic Route of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yuan, Yuping published the artcileEnergy level tuning of polythiophene derivative by click chemistry-type postfunctionalization of side-chain alkynes, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2011), 49(1), 225-233, database is CAplus.

A polythiophene derivative substituted with electron-rich alkynes as a side chain was synthesized using the Suzuki polycondensation reaction. The electron-rich alkynes underwent the “click chem.”-type quant. addition reaction with strong acceptor mols., such as tetracyanoethylene (TCNE) and 7,7,8,8-tetracyanoquinodimethane (TCNQ), resulting in the formation of donor-acceptor chromophores. All polymers showed excellent solubilities in the common organic solvents as well as good thermal stabilities with their 5% decomposition temperatures exceeding 230 °C. The TCNE-/TCNQ-adducted polymers displayed well-defined charge-transfer (CT) bands in the low energy region. The CT energy of the TCNE-adducted polymer was 2.56 eV (484 nm), which was much greater than that of the TCNQ-adducted polymer [1.65 eV (750 nm)]. This result was supported by the electrochem. measurements. The electrochem. band gaps of the TCNE-adducted polymers were much greater than those of the corresponding TCNQ-adducted polymers. Furthermore, the HOMO and LUMO energy levels, determined from the first oxidation and first reduction peak potentials, resp., decreased with the increasing acceptor addition amount All these results suggested that the energy levels of the polythiophene derivative can be tuned by varying the species and amount of the acceptor mols. using this postfunctionalization method. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C12H14S, Safety of 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bertrand, Guillaume H. V. published the artcileThiophene-based covalent organic frameworks, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, the publication is Proceedings of the National Academy of Sciences of the United States of America (2013), 110(13), 4923-4928, S4923/1-S4923/20, database is CAplus and MEDLINE.

We report the synthesis and characterization of covalent organic frameworks (COFs) incorporating thiophene-based building blocks. We show that these are amenable to reticular synthesis, and that bent ditopic monomers, such as 2,5-thiophenediboronic acid, are defect-prone building blocks that are susceptible to synthetic variations during COF synthesis. The synthesis and characterization of an unusual charge transfer complex between thieno[3,2-b]thiophene-2,5-diboronic acid and tetracyanoquinodimethane enabled by the unique COF architecture is also presented. Together, these results delineate important synthetic advances toward the implementation of COFs in electronic devices.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Recommanded Product: 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

McAfee, Seth M. published the artcileUtility of a heterogeneous palladium catalyst for the synthesis of a molecular semiconductor via Stille, Suzuki, and direct heteroarylation cross-coupling reactions, Synthetic Route of 239075-02-6, the publication is RSC Advances (2015), 5(33), 26097-26106, database is CAplus.

The com. available silica-supported heterogeneous catalyst SiliaCat DPP-Pd has proven to be highly active, robust, and reusable for the synthesis of a thiophene-phthalimide-based mol. semiconductor under microwave-irradiation reaction conditions. A Stille reaction protocol demonstrated that SiliaCat DPP-Pd outperformed well-known homogeneous catalysts, Pd(PPh₃)₄ and Pd(PPh₃)₂Cl₂, in terms of performance and catalyst loading, while also exhibiting tolerance to ambient reaction conditions and two-fold recyclability for the formation of product. The success established for SiliaCat DPP-Pd catalyzed Stille reactions via microwave irradiation was extended to optimize Suzuki coupling and direct heteroarylation protocols. Notably, direct heteroarylation with SiliaCat DPP-Pd exhibited excellent selectivity and perturbed the formation of homo-coupled aryl bromides, two side reactions that are known to plague this type of cross-coupling reaction.

RSC Advances published new progress about 239075-02-6. 239075-02-6 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Boronate Esters, name is 5,5′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,2′-bithiophene, and the molecular formula is C20H28B2O4S2, Synthetic Route of 239075-02-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts