Category: 58656-04-5

Related Products of 58656-04-5. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Modular Establishment of a Diketopyrrolopyrrole-Based Polymer Library via Pd-Catalyzed Direct C-H (Hetero)arylation: a Highly Efficient Approach to Discover Low-Bandgap Polymers. Author is Guo, Qiang; Dong, Jiaxing; Wan, Danyang; Wu, Di; You, Jingsong.

A concise, highly efficient palladium-catalyzed direct C-H (hetero)arylation is developed to modularly assemble a diketopyrrolopyrrole (DTDPP)-based polymer library to screen low-bandgap and near-IR (NIR) absorbing materials. The copolymers of 2,5-bis(2-octyldodecyl)-3,6-bis(thieny-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione (I) with 4,7-dibromo-2,1,3-benzothiadiazole (II) or 5,8-dibromoquinoxaline (III) having an alternating donor-acceptor-donor-acceptor (D-A-D-A) sequence and the 2,5-bis(2-octyldodecyl)-3,6-bis(5-bromothieny-2-yl)pyrrolo[3,4-c]pyrrole-1,4-dione homopolymer (IV) exhibit planarity and excellent π-conjugation, which lead to low bandgaps (down to 1.22 eV) as well as strong and broad NIR absorption bands (up to 1000 nm). The copolymers of I with 2,7-dibromo-N-(2-octyldodecyl)carbazole (V), 3,6-dibromo-N-octylcarbazole, 2,7-dibromo-9,9-dioctylfluorene (VI), 4,4′-dibromostilbene, 4,4′-dibromo-1,1′-biphenyl, 1,4-dibromo-2,5-dioctyloxybenzene (VII), 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene, or 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-(2-octyldodecyl)carbazole showed a highly distorted conformation. The HOMO and LUMO were delocalized over the entire conjugated backbones of I-II copolymer, I-III copolymer, and IV in comparison with localized lobes mainly on the acceptor units of the backbones of I-V, I-VI, and I-VII copolymers.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 58656-04-5, is researched, SMILESS is F[B-](F)(F)F.[PH+](C1CCCCC1)(C2CCCCC2)C3CCCCC3, Molecular C18H34BF4PJournal, Article, Chemistry – A European Journal called Mobius aromatic [28]hexaphyrin phosphonium adducts, Author is Inoue, Mitsunori; Yoneda, Tomoki; Youfu, Katsuyuki; Aratani, Naoki; Osuka, Atsuhiro, the main research direction is crystal structure hexaphyrin phosphonium aromatic adduct palladium complex preparation; mol structure hexaphyrin phosphonium aromatic adduct palladium complex; hexaphyrin phosphonium Mobius aromatic adduct palladium complex preparation DFT.Computed Properties of C18H34BF4P.

The reaction of [26]hexaphyrin(1.1.1.1.1.1) with tricyclohexylphosphine was examined to investigate the effect of the electron-rich character of the phosphine on the photophys. and aromatic properties of the adduct. [28]Hexaphyrin phosphonium adducts formed from the reaction of [26]hexaphyrin with triphenylphosphine and tricyclohexylphosphine, resp., were confirmed to be Mobius aromatic mols. [26]Hexaphyrin PdII complex was found to undergo a regioselective nucleophilic addition reaction with triphenylphosphine and tricyclohexylphosphine to provide Mobius aromatic [28]hexaphyrin phosphonium adducts with a Huckel-to-Mobius topol. change as well as PdII migration. All adducts were characterized by elemental anal., UV-visible spectroscopy, 1H, 19F, and 31P NMR spectroscopy, mass spectrometry, and single crystal diffraction anal. Harmonic Oscillator Model of Aromaticity (HOMA) value was calculated using CC and CN bond lengths of the geometry-optimized structure based on X-ray crystallog. data.

There is still a lot of research devoted to this compound(SMILES：F[B-](F)(F)F.[PH+](C1CCCCC1)(C2CCCCC2)C3CCCCC3)Computed Properties of C18H34BF4P, and with the development of science, more effects of this compound(58656-04-5) can be discovered.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Computed Properties of C18H34BF4P. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of N-Mesylamides by N-C Cleavage: Electronic Effect of the Mesyl Group. Author is Liu, Chengwei; Liu, Yongmei; Liu, Ruzhang; Lalancette, Roger; Szostak, Roman; Szostak, Michal.

N-mesylamides underwent chemoselective Suzuki-Miyaura cross-coupling with arylboronic acids in the presence of Pd2(dba)3, tricyclohexylphosphonium tetrafluoroborate, and Na2CO3 in 1,4-dioxane to yield aryl ketones by chemoselective N-C cleavage. Both the scope and the origin of high selectivity are discussed. A beneficial effect of the N-mesyl substituent on the bond activation in acyclic amides is presented. The structure of PhCONPhSO2Me was determined by X-ray crystallog.; its bond angles and conformation were analyzed to determine the effect of the mesyl group on its structure and resonance stabilization.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Fujinami, Yohei; Kuwabara, Junpei; Lu, Wei; Hayashi, Hideki; Kanbara, Takaki published an article about the compound: Tricyclohexylphosphonium tetrafluoroborate( cas:58656-04-5,SMILESS:F[B-](F)(F)F.[PH+](C1CCCCC1)(C2CCCCC2)C3CCCCC3 ).Name: Tricyclohexylphosphonium tetrafluoroborate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:58656-04-5) through the article.

Polycondensation via direct C-H arylation of thiophene derivatives gave thiophene- and bithiophene-based alternating copolymers in good yields. The optimization of the reaction conditions was investigated in terms of a catalytic system and reaction time. Under optimized conditions, the polycondensation reaction of 3,3′,4,4′-tetramethylbithiophene with 2,7-dibromo-9,9-dioctylfluorene gave poly[2,7-(9,9-dioctylfluorene)-alt-5,5′-(3,3′,4,4′-tetramethyl-2,2′-bithiophene)] with a mol. weight of 31 800 in 91% yield. The polycondensation reaction proceeded with 2 mol % of Pd(OAc)2 without the addition of a phosphine ligand in a short reaction time (3 h). Six kinds of π-conjugated polymers were synthesized by the polycondensation reaction without the use of bifunctional organometallic reagents as monomers.

If you want to learn more about this compound(Tricyclohexylphosphonium tetrafluoroborate)Name: Tricyclohexylphosphonium tetrafluoroborate, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(58656-04-5).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Formula: C18H34BF4P. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Development and Mechanistic Investigations of a Base-Free Suzuki-Miyaura Cross-Coupling of α,α-Difluoroacetamides via C-N Bond Cleavage. Author is Reina, Antonio; Krachko, Tetiana; Onida, Killian; Bouyssi, Didier; Jeanneau, Erwann; Monteiro, Nuno; Amgoune, Abderrahmane.

This study describes the development and understanding of a palladium-catalyzed cross-coupling of fluoroacetamides with boronic acids, under base-free conditions, to selectively give valuable α,α-difluoroketone derivatives Detailed mechanistic studies were conducted to assess the feasibility of each elementary step, i.e., C(acyl)-N bond oxidative addition, followed by base-free transmetalation and reductive elimination. These investigations allowed the structural characterization of palladium(II) fluoroacyl intermediates derived from C-N bond oxidative addition of an amide electrophile. They also revealed the high reactivity of these intermediates for transmetalation with boronic acids without exogenous base. The mechanistic studies also provided a platform to design a practical catalytic protocol for the synthesis of a diversity of α,α-difluoroketones, including CF2H-ketones. Finally, the synthetic potential of this fluoroacylation methodol. is highlighted in sequential, orthogonal C-Br and C-N bond functionalization of an α-bromo-α,α-difluoroacetamide with a focus on compounds of potential biol. relevance.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Osumi, Yuki; Liu, Chengwei; Szostak, Michal researched the compound: Tricyclohexylphosphonium tetrafluoroborate( cas:58656-04-5 ).SDS of cas: 58656-04-5.They published the article 《N-Acylsuccinimides: twist-controlled, acyl-transfer reagents in Suzuki-Miyaura cross-coupling by N-C amide bond activation》 about this compound( cas:58656-04-5 ) in Organic & Biomolecular Chemistry. Keywords: diaryl ketone preparation; acylsuccinimide boronic acid Suzuki Miyaura cross coupling palladium catalyst. We’ll tell you more about this compound (cas:58656-04-5).

The palladium-catalyzed Suzuki-Miyaura cross-coupling of N-acylsuccinimides as versatile acyl-transfer reagents via selective amide N-C bond cleavage is reported. The method is user-friendly since it employs com.-available, air-stable reagents and catalysts. The cross-coupling is enabled by half-twist of the amide bond in N-acylsuccinimides. These highly effective, crystalline acyl-transfer reagents present major advantages over perpendicularly twisted N-acylglutarimides, including low price of the succinimide activating ring, selective metal insertion under redox neutral conditions and high stability of the amide bond towards reaction conditions. Mechanistic studies indicate that oxidative addition is the rate limiting step in this widely applicable protocol.

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Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application In Synthesis of Tricyclohexylphosphonium tetrafluoroborate. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Design and Synthesis of Polycyclic Imidazole-Containing N-Heterocycles based on C-H Activation/Cyclization Reactions. Author is Iaroshenko, Viktor O.; Ostrovskyi, Dmytro; Miliutina, Mariia; Maalik, Aneela; Villinger, Alexander; Tolmachev, Andrei; Volochnyuk, Dmitriy M.; Langer, Peter.

A new strategy for the synthesis of polycyclic imidazole-containing N-heterocycles, based on the two general synthetic ways, namely the Pd(II)-catalyzed intramol. arylation via CH/C-Hal and CH/CH coupling reactions, was developed (e.g., I → II). The method proposed here enables the synthesis of many fused N-heterocycles containing purine, 1-deazapurines and benzimidazole structural units.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Donor-acceptor conjugated polymers based on a pentacyclic aromatic lactam acceptor unit for polymer solar cells, published in 2013, which mentions a compound: 58656-04-5, mainly applied to pentacyclic aromatic lactam thienopyridoquinoline dione dithiophene solar cell, HPLC of Formula: 58656-04-5.

Donor-acceptor (D-A) conjugated polymers P1-P4 were synthesized by copolymerization of a novel pentacyclic aromatic lactam acceptor unit, thieno[2′,3′:5,6]pyrido[3,4-g]thieno[3,2-c]isoquinoline-5,11(4H,10H)-dione (TPTI), with a donor unit, benzo[1,2-b:4,5-b’]dithiophene (BDT) or dithieno[3,2-b:2′,3′-d]silole (DTS). The effect of the donor units and the side chains on TPTI on polymer properties and solar cell performance was studied. Bulk heterojunction solar cells based on P1 and PC71BM afforded the highest power conversion efficiency (PCE) of 5.30%.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application In Synthesis of Tricyclohexylphosphonium tetrafluoroborate. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: Tricyclohexylphosphonium tetrafluoroborate, is researched, Molecular C18H34BF4P, CAS is 58656-04-5, about Synthesis of new n-type isoindigo copolymers. Author is Grenier, Francois; Berrouard, Philippe; Pouliot, Jean-Remi; Tseng, Hsin-Rong; Heeger, Alan J.; Leclerc, Mario.

Three new n-type copolymers were synthesized using the isoindigo monomer. 5-Octylthieno[3,4-c]pyrrole-4,6-dione (TPD), 5,5′-dioctyl-1,1′-4H-bithieno[3,4-c]pyrrole-4,4′,6,6′(5H,5’H)-tetrone (BTPD) and 3,6-bis(thiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-dione (DPP) were utilized as electron-withdrawing comonomers to obtain reduced or low bandgap n-type copolymers with deep HOMO and LUMO energy levels. The TPD and BTPD copolymers were synthesized using direct arylation polymerization and show band gaps of 1.72 and 1.75 eV, resp. Their LUMO and HOMO energy levels are also low at -4.2 and -6.0 eV, resp. We investigated their electron mobility using thin film transistors and achieved electron mobility as high as 3.0 × 10-4 and 3.5 × 10-3 cm2 s-1 V-1 for the TPD and BTPD copolymers. The DPP copolymer was synthesized using Suzuki conditions and shows a low bandgap of 1.35 eV and a low LUMO energy level of -4.0 eV. The DPP copolymer exhibits an electron mobility of 2.7 × 10-4 cm2 s-1 V-1. All these polymers show interesting properties as potential electron acceptors in all-polymer solar cells.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem