Month: November 2022

Yagui, Javier published the artcileBenzodithiophene-based small molecules for vacuum-processed organic photovoltaic devices, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene, the publication is Optical Materials (Amsterdam, Netherlands) (2020), 110354, database is CAplus.

Benzo[1,2-b:4,5-b’]dithiophene (BDT) derivatives were evaluated as donor materials for the first time in vacuum-processed organic photovoltaic (OPV) devices. Simple BDT derivatives coupled with thiophene, 3-methylthiophene, and 3-(2-ethylhexyl)thiophene, I [R = H, Me, CH₂CH(Et)(CH₂)₃Me], were synthesized and characterized as part of this evaluation study. Similar frontier MOs were determined for the three mols. by DFT calculations, optical, and electrochem. measurements. Therefore, the effect of the alkyl substituents on the film morphol. and mol. order was possible to evaluate as well. All mols. exhibited thermal stability for their co-evaporation with C60 to form bulk heterojunction layers in OPV devices. An increase in short-circuit c.d. was observed for devices with compound I [R = Me]. Microscopy images and hole-transport measurements suggested an induced mol. order by the Me group of compound I [R = Me] on the active layer. Although low photoconversion efficiency values were obtained (∼1.2%), this work demonstrates the feasibility to fabricate fully vacuum-processed OPV devices with BDT derivatives as donor materials. Devices with higher photoconversion efficiencies were expected for BDT derivatives with enhanced optoelectronic properties.

Optical Materials (Amsterdam, Netherlands) published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C24H20Ge, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

La Monica, Girolamo published the artcileReactions of carbon dioxide with tetrahydroborato copper(I) complexes in moist solvents: synthesis and reactions of [(phen)₂Cu][(HO)₃B(O₂CH)] and (phen)(Ph₃P)Cu(O₂COH) (phen = 1,10-phenanthroline), Application In Synthesis of 25753-84-8, the publication is Inorganica Chimica Acta (1988), 143(2), 239-45, database is CAplus.

CO₂ reacts with Cu(phen)(PPh₃)(BH₄) (I; phen = 1,10-phenanthroline) in moist THF and in the presence of free phen affording [Cu(phen)₂][(HO)₃B(O₂CH)] (II). II can be obtained from I and aqueous HCO₂H in the presence of phen and from Cu(phen)₂(BH₄) and aqueous HCO₂H or CO₂ in moist THF. The reaction of I with CO₂ in moist MeOH gives Cu(phen)(PPh₃)(O₂COH) (III). The action of ROH on II gave [Cu(phen)₂](O₂CH), the B atom being eliminated as B(OR)₃. II reacts with an alc. Ph₃P solution giving Cu(phen)(PPh₃)(O₂CH). The reaction of II with PhCH₂Br gives HCO₂CH₂Ph. The reactivity of III toward neutral ligands such as phen and cyclohexylisocyanide (CyNC) was studied, [Cu(phen)₂](HCO₃) and [Cu(phen)(CNCy)₂](HCO₃), being obtained, resp.

Inorganica Chimica Acta published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C30H24BrCuN2P, Application In Synthesis of 25753-84-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Girvin, Zebediah C. published the artcileFoldamer-templated catalysis of macrocycle formation, Formula: C13H18BBrO3, the publication is Science (Washington, DC, United States) (2019), 366(6472), 1528-1531, database is CAplus and MEDLINE.

Macrocycles, compounds containing a ring of 12 or more atoms, find use in medicine, fragrances, and biol. ion sensing. The efficient preparation of macrocycles is a fundamental challenge in synthetic organic chem. because the high entropic cost of large-ring closure allows undesired intermol. reactions to compete. Here, we present a bioinspired strategy for macrocycle formation through carbon-carbon bond formation. The process relies on a catalytic oligomer containing α- and γ-amino acid residues to template the ring-closing process. The α/γ-peptide foldamer adopts a helical conformation that displays a catalytic primary amine-secondary amine diad in a specific three-dimensional arrangement. This catalyst promotes aldol reactions that form rings containing 14 to 22 atoms. Utility is demonstrated in the synthesis of the natural product robustol.

Science (Washington, DC, United States) published new progress about 401797-04-4. 401797-04-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronate Esters,Boronic acid and ester, name is 2-(3-Bromo-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C13H18BBrO3, Formula: C13H18BBrO3.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Chapman, Robert D. published the artcileSelective syntheses of mono- and bis(2-fluoro-2,2-dinitroethoxy)alkanes. Scope of the utility of triflate intermediates, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane, the publication is Journal of Organic Chemistry (1988), 53(16), 3771-5, database is CAplus.

Displacement of the bromide in BrCH₂CHMeOCH₂CF(NO₂)₂ (I) cannot be effected by AgO₃SCF₃ because of the electroneg. vicinal alkoxide’s deactivating inductive effect on the primary bromine; however substituents in the secondary position are more labile with respect to nucleophile displacement. The scope of the utility of nucleophilic substitutions using homologous α,ψ-dibromoalkanes, Br(CH₂)_nCHMeBr (n = 1,2,3) and a vicinal dibromoalkane, MeCHBrCHBrMe, is reported. This approach produced a variety of new fluorodinitroethyl ethers, including the novel (O₂N)₂CFCH₂OCH₂CHMeOCH₂CF(NO₂)₂, which possesses two electroneg. alkoxy substituents in a vicinal arrangement, from the fortuitous intermediate (O₂N)₂CFCH₂OCH₂CHBrMe (II) by way of anchimeric assistance in the reaction of BrCH₂CHBrMe, also yielding I, the regioisomer of II. Typically, α,ψ- and α,ω-dibromoalkanes are distinctly stepwise in their 2 possible S_N1Ag⁺ displacements of bromide by AgO₃SCF₃, a characteristic which allows selective incorporation of relatively nonnucleophilic alkoxy substituents via displacements of triflate intermediates.

Journal of Organic Chemistry published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Recommanded Product: 2,3-Dibromo-2,3-dimethylbutane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bauer, Daniel published the artcileFunctionalisable acyclic cucurbiturils, Computed Properties of 55788-44-8, the publication is Organic Chemistry Frontiers (2019), 6(10), 1555-1560, database is CAplus.

Synthetic strategies were described to prepare acyclic cucurbituril derivatives with two different types of appended functional groups, one that mediates water solubility and another one that allows further functionalization. The synthesis started with the coupling of a 1,4-disubstituted naphthalene derivative containing one 2-chloroethoxy and one 3-sulfonatopropoxy group to a suitable tetrameric glycoluril-derived precursor. This reaction afforded two regioisomers, differing in the relative orientation of the peripheral substituents, which could be separated in a straightforward fashion and structurally characterized. Both isomers were then converted into the corresponding diazides and diamines that served to append further residues by, resp., copper(I)-catalyzed azide-alkyne cycloaddition or amide formation. Binding studies showed that the functionalized dianionic acyclic cucurbiturils thus obtained possess a notable cation affinity in water, albeit a lower one than an analog with four peripheral neg. charged substituents. This work constitutes the basis for the development of water-soluble acyclic cucurbiturils whose applications could potentially go beyond the use as receptors.

Organic Chemistry Frontiers published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, Computed Properties of 55788-44-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Nakayama, Yoshiki published the artcileKeto-Difluoromethylation of Aromatic Alkenes by Photoredox Catalysis: Step-Economical Synthesis of α-CF₂H-Substituted Ketones in Flow, SDS of cas: 111865-47-5, the publication is ACS Catalysis (2019), 9(7), 6555-6563, database is CAplus.

A step-economical method for synthesis of α-CF₂H-substituted ketones from readily available alkene feedstocks was developed. Radical difluoromethylation of aromatic alkenes combining DMSO oxidation and photoredox catalysis is a key to the successful transformation. Electrochem. anal., laser flash photolysis (LFP), and d. functional theory (DFT) calculations reveal that N-tosyl-S-difluoromethyl-S-phenylsulfoximine serves as the best CF₂H radical source among analogous sulfone-based CF₂H reagents. The present photocatalytic keto-difluoromethylation was applied to flow synthesis and easily scaled up to gram-scale synthesis within a reasonable reaction time. Furthermore, potentials of the α-CF₂H-substituted ketones for useful synthetic intermediates are shown; e.g., synthesis of the CF₂H-containing α-hydroxyamide with the same carbon skeleton as that of the anticonvulsant active CF₃-analog, is disclosed. Addnl., mechanistic studies are also discussed.

ACS Catalysis published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C10H16Br3N, SDS of cas: 111865-47-5.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Culver, Evan W. published the artcilePoly(thieno[3,4-b]pyrazine-alt-2,1,3-benzothiadiazole)s: A New Design Paradigm in Low Band Gap Polymers, HPLC of Formula: 52431-30-8, the publication is ACS Macro Letters (2018), 7(10), 1215-1219, database is CAplus and MEDLINE.

A new design paradigm for the production of low band gap polymers is reported, in which an ambipolar unit exhibiting both donor and acceptor properties is combined with a conventional acceptor. As initial examples of this approach, the synthesis of two alternating copolymers of thieno[3,4-b]pyrazine and 2,1,3-benzothiadiazole via direct arylation polymerization is reported to give soluble, processable materials with band gaps of 0.97 and 1.05 eV. Although direct arylation polymerization has been previously used to synthesize donor-acceptor materials with band gaps below 1.5 eV, this represents only the second material generated by this polymerization method with a band gap below 1.0 eV.

ACS Macro Letters published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, HPLC of Formula: 52431-30-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Kan, S. B. Jennifer published the artcileA cascade palladium-mediated cross-coupling/electrocyclization approach to the construction of fused bi- and tricyclic rings, Related Products of bromides-buliding-blocks, the publication is Organic Letters (2008), 10(11), 2323-2326, database is CAplus and MEDLINE.

A versatile palladium-catalyzed cyclization/cross-coupling/electrocyclization strategy for the synthesis of fused bi- and tricyclic ring systems is described. Excellent yields of the polycyclic products are obtained with a range of tethering ring sizes and functionality, including an unprecedented 5,6,4,5-fused tetracycle. The reaction mechanism features two unusual palladium-mediated isomerizations prior to electrocyclization.

Organic Letters published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Liao, Lihao published the artcileCatalytic Access to Functionalized Allylic gem-Difluorides via Fluorinative Meyer-Schuster-Like Rearrangement, Safety of 7-Bromohept-1-yne, the publication is Angewandte Chemie, International Edition (2020), 59(27), 11010-11019, database is CAplus and MEDLINE.

An unprecedented approach for efficient synthesis of functionalized allylic gem-difluorides via catalytic fluorinative Meyer-Schuster-like rearrangement is disclosed. This transformation proceeded with readily accessible propargylic fluorides, and low-cost B-F reagents and electrophilic reagents by sulfide catalysis [e.g., I → II (88%) in presence of PhSPh as Lewis basic catalyst, tetrafluoroboric acid di-Et ether complex and NIS]. A series of iodinated, brominated, and trifluoromethylthiolated allylic gem-difluorides that were difficult to access by other methods were facilely produced with a wide range of functional groups. Importantly, the obtained iodinated products could be incorporated into different drugs and natural products, and could be expediently converted into many other valuable gem-difluoroalkyl mols. as well. Mechanistic studies revealed that this reaction went through a regioselective fluorination of alkynes followed by a formal 1,3-fluorine migration under the assistance of the B-F reagents to give the desired products.

Angewandte Chemie, International Edition published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Safety of 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Koide, Tsutomu published the artcilePhase transition of the solid phase of 2,2-dibromo-3,3-dimethylbutane and 2,3-dibromo-2,3-dimethylbutane, Formula: C6H12Br2, the publication is Nippon Kagaku Kaishi (1973), 214-19, database is CAplus.

The phase transition temperature of Br2MeC-CMe3 (I) was -59° by DTA. High values of the dielec. constant were observed in the high temperature solid Phase, although in the low tem. phase it was low. The ir spectra showed no remarkable change at temperatures both above and below the phase transition. An x-ray study showed that the crystal structure at room temperature was a body centered cubic lattice with A 7.71 Å and Z = 2. From comparisons between symmetries of the mol. and the crystal, it was concluded that the mol. axis should run parallel to each of the 4 body-diagonals of the unit cell with equal statistical weight and that the C-C axis at the same time acquired at least a statistical symmetry of 3. Reinvestigation of the mol. from BrMe2C-CMe2Br (II) was done by the spectroscopic method. Only the transformed mol. existed in the solid phase II (-89 ∼ 90°) and in CCl4 solution Mechanism of the phase transtions for these 2 crystals was studied from an entropy anal., for I, the statistical orientation of the mol. mentioned above and the intramol rotation should occur at the transition point. At the lower transition point (-89°) of II, the mol. should have the orientational freedom which satisfied a statistical symmetry 4 about the Br… Br mol. axis.

Nippon Kagaku Kaishi published new progress about 594-81-0. 594-81-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 2,3-Dibromo-2,3-dimethylbutane, and the molecular formula is C6H12Br2, Formula: C6H12Br2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary