Month: November 2022

Ruess, Raffael published the artcileEfficient Electron Collection by Electrodeposited ZnO in Dye-Sensitized Solar Cells with TEMPO⁺/⁰ as the Redox Mediator, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Journal of Physical Chemistry C (2019), 123(36), 22074-22082, database is CAplus.

The power conversion efficiency in established dye-sensitized solar cells (DSSCs) suffers from high overpotentials needed because of slow electron transfer kinetics. If redox couples are used that have a low reorganization energy, fast dye regeneration can be achieved, but fast recombination reactions can barely be suppressed. If they become competitive to electron transport to the back electrode, solar cell efficiencies drastically drop. In this work, it is shown that electron transport is facilitated by substituting the commonly used photoanode material, nanoparticulate TiO₂, by electrodeposited ZnO, which, albeit more complex surface reactions, provides electron transport by orders of magnitude faster than nanoparticulate TiO₂. With TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) as the redox mediator, the dye is efficiently regenerated with overpotentials well below 0.2 V. We demonstrate that the external quantum efficiency with TiO₂-based photoanodes is significantly limited by recombination, while it is maintained at high values for electrodeposited ZnO. It is thereby shown that redox couples with fast kinetics can be employed in DSSCs without drawbacks in quantum efficiency if sufficient fast electron transport in the porous semiconductor network is provided.

Journal of Physical Chemistry C published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Litjens, Remy published the artcileSynthesis of an α-Gal epitope α-D-Galp-(1â†?)-β-D-Galp-(1â†?)-β-D-Glcp NAc-lipid conjugate, Category: piperidines, the publication is Journal of Carbohydrate Chemistry (2005), 24(7), 755-769, database is CAplus.

The synthesis of a neoglycoconjugate containing the Galili epitope trisaccharide connected to a spacer-lipid entity is described. The α-D-Galp-(1â†?)-β-D-Galp-(1â†?)-β-D-GlcpNAc trisaccharide, equipped with a 3-aminopropyl spacer, is efficiently assembled from easily accessible building blocks in a one-pot procedure. Global deprotection of the trisaccharide and ensuing introduction of a bis(palmitamido)-propanamido moiety afforded title trisaccharide.

Journal of Carbohydrate Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Zhang, Congyu published the artcileComparative indexes, fuel characterization and thermogravimetric- Fourier transform infrared spectrometer-mass spectrogram (TG-FTIR-MS) analysis of microalga Nannochloropsis Oceanica under oxidative and inert torrefaction, Category: piperidines, the publication is Energy (Oxford, United Kingdom) (2021), 120824, database is CAplus.

The torrefaction performances of microalga Nannochloropsis Oceanica under oxidative and inert atmospheres are characterized and compared with each other based on several operating parameters. By conducting several comparative indexes, the results suggest that oxidative torrefaction is more capable of upgrading microalgae due to its relatively lower solid yield and energy input, as well as relatively higher enhancement factor and upgrading energy index. Compared to inert torrefaction, the indexes indicate that oxidative torrefaction at 250°C for 30 min has higher energy yield (1.02 times) and energy efficiency (2.2 times) but whereas lower energy input (0.4 times). With increasing torrefaction severity, the pyrolysis curve gradually becomes smooth and shift to a high-temperature zone. The peak temperatures of torrefied microalgae present an increasing trend, especially in the oxidative atm. After oxidative torrefaction, microalgal solid biofuel is upgraded as peat and lignite, from the viewpoint of elemental composition Furthermore, oxidative torrefaction is more suitable than inert torrefaction for producing bio-oil which mainly contains dianhydromannitol, neophytadiene, and palmitoleic acid. The TG-FTIR-MS results uncover the pyrolysis characteristics and reactivity of torrefied microalgae, and elucidate that oxidative torrefied microalgae is more reactive.

Energy (Oxford, United Kingdom) published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C7H7ClN2S, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Ueki, Akiharu published the artcileStereoselective synthesis of benzyl-protected β-galactosides by propionitrile-mediated glycosylation, Synthetic Route of 4972-31-0, the publication is Tetrahedron (2008), 64(11), 2611-2618, database is CAplus.

β-Selective galactosylation was studied using a series of 2-O-benzylated Ph 1-thio-galactosides and glycosyl acceptors in propionitrile with BSP-TTBP-Tf₂O. The glycosylation enabled us to synthesize useful precursors of N-acetyl-lactosamine and core O-glyco-serine derivatives in a highly convergent manner.

Tetrahedron published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C15H14Cl2S2, Synthetic Route of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Drefahl, G. published the artcileAmino alcohols. XX. Preparation of 1-substituted 2-piperidino-1-cyclohexanols, Product Details of C7H16N2, the publication is Journal fuer Praktische Chemie (Leipzig) (1966), 32(1-2), 69-86, database is CAplus.

cf. CA 64, 19600c. A series of cis- and trans-isomers of 1-substituted 2-piperidinocyclohexanols (I) was prepared 2-Chlorocyclohexanone (160 g.) added with stirring to refluxing 205 g. piperidine and 200 cc. MePh, heated 2 hrs. at 140° (bath), cooled, and treated with 300 cc. 5% NH₄OH yielded 85-90 g. 2-piperidinocyclohexanone (II), b₃ 95-7°; II.HCl, m. 202-5° (EtOH-dioxane). II (0.1 mole) in 150 cc. dry Et₂O added dropwise with cooling and stirring to 0.7 mole appropriate Grignard reagent in 250 cc. dry Et₂O under argon and heated 1-2 hrs. at about 50° yielded the corresponding cis-I. The Grignard derivative from 0.6 mole alkyl or aryl halide and 15 g. Mg in 250 cc. dry Et₂O treated under argon with stirring and cooling with 0.4 mole cyclohexanone in an equivalent amount Et₂O slowly during about 6-8 hrs. and kept overnight, and the crude product heated 2-3 hrs. at 130-150° in the presence of a few crystals iodine yielded the following 1-substituted cyclohexenes (substituent, b.p./mm., and % yield given): iso-Bu, 169-71°/750, 18; cyclopentyl, 87-9°/ 12, 32; p-cumenyl, 148-52°/13, 35; p-PhC₆H₄, 180-2°/1.5 [m.p. 145-6° (iso-PrOH-C₆H₆), greenish blue fluorescence]. The appropriate III in about 2 volumes dry Et₂O added with stirring and cooling to 0.5-0.6M o-HO₂CC₆H₄CO₂OH gave the corresponding 1-substituted 1,2-epoxycyclohexane (IV). The appropriate III (1 mole) added dropwise with stirring below 20° to 1 mole N-bromosuccinimide in 400 cc. H₂O containing 1 cc. AcOH, stirred about 1 hr., and evaporated, and the oily, black-brown residue added dropwise at room temperature to 1 equivalent absolute KOH-MeOH and heated 0.5 hr. at 60° (bath) gave the corresponding IV. By these methods were prepared the following IV (R and b.p./mm. given): H 36-9°/25, Me 37-9°/14, Et 51-3°/14, Pr 62-4°/12, Bu 41-4°/1, Am 75-80°/3, iso-Pr 59-62°/12, iso-Bu 47-51°/2-3, iso-Am 67-71°/2-3, tert-Bu 64-8°/13, cyclopentyl 102-3°/12, cyclohexyl 117-18°/12 (m. 10-11°), Ph 131-3°/12, PhCH₂ 136-8°/12, PhCH₂CH₂ 151-3°/12, p-MeC₆H₄ 90-5°/0.4, p-cumenyl 102-10°/0.5, o-MeC₆H₄ 79-84°/0.4, 1-C₁₀H₇ 138-42°/ 0.6 (m. 61-3°). R, b.p./mm., n²⁰_D, % yield, m.p. of HCl salt; Me, 83-4°/0.6, 1.4914, 69, 198-200° (EtOH-dioxane); Et, 114-15°/1.3, 1.4933, 46, 189-92° (Me₂CO-petroleum ether); Pr, 118-21°/1-1.1, 1.4895, 55, 163-6° (Me₂CO-petroleum ether); Bu, 127-8°/0.9, 1.4882, 38, 182-4° (Me₂CO); Am, 136-7°/0.8, 1.4871, 59, 191-4°; iso-Pr, 116-17°/1, 1.4944, 55, 208-10°; iso-Bu, 128-30°/1.6, 1.4874, 72, 193-5°; iso-Am, 132-3°/0.8, 1.4864, 73, 198-200°; tert-Bu, 118-19°/0.6, 1.4981, 21, 182-3°; cyclopentyl, 142-3°/0.7, 1.5111, 24, 220-2° (iso-PrOH); cyclohexyl, 151-2°/0.7 (m. 51-3°), 1.5103, 33, 231-3° (iso-PrOH); Ph, 158-60°/0.7 (m. 65-6°), 1.5423, 39, 237-9° (Bu₂O-EtOH); PhCH₂, 166-7°/0.6, 1.5432, 85, 234-6° (iso-PrOH); PhCH₂CH₂, 172-3°/0.5, 1.5362, 89, 210-12° (EtOH-dioxane); p-MeC₆H₄, 160-1°/0.8 (m. 54-5°), 1.5400, -, 247-9°; p-cumenyl, 168-9°/0.6, 1.5300, 66, 202-5° (iso-PrOH); p-PhC₆H₄, 214-18°/0.4 (m. 105-7°), -, 70, 231-4° (absolute EtOH); o-MeC₆H₄, 155-6°/0.6, 1.5398, 79, 265-6°; 1-C₁₀H₇, 204-5°/0.8 (m. 106-7°), -, 50, 220-3° (EtOH-Et₂O) The appropriate IV and excess piperidine in 95% EtOH heated in a sealed tube or in an autoclave gave the corresponding trans-I. The crude cis- or traus-I in the 8-10 fold amount dry Et₂O treated dropwise at 0-5° with the equivalent amount HCl-Et₂O yielded the I.HCl. II in EtOH hydrogenated 3 hrs. at 65°/65 atm. yielded 66% cis-I (R = H), m. 93-4° (50% EtOH); HCl salt, m. 287-8° (iso-PrOH). R, b.p./mm., m.p., n²⁰_D, % yield, m.p. of HCl salt, moles piperidine used/mole IV, reaction time (hrs.), temperature; H, 82-5°/0.5, 35-6°, 1.4890, 46, 263-6°, 5, 5-6, 130°; Me, 97-8°/1, 43-4°, 1.4887, 37, 263-4°, 5, 6-8, 150°; Et, 110-12°/1.3, -, 1.4886, 59, 233-4°, 5, 6-8, 150°; Pr, 122-5°/1-1.2, 63-4°, 1.4886, 45, 217-18°, 5, 6-8, 150°; Bu, 131-3°/1, 52-3°, 1.4875, 40, 225-7°, 5, 6-8, 150°; Am, 146-8°/1.3, 37-9°, 1.4862, 19, 232-3°, 5, 6-8, 150°; iso-Pr, 116-17°/1, -, 1.4944, 55, 211-13°, 5, 8-9, 150°; iso-Bu, 113-14°/0.6, -1.4857, 12, 230-2°, 5, 10-11, 150°; iso-Am, 127-8°/0.6, 48-50°, 1.4843, 56, -, 5, 6-8, 150°; tert-Bu, 132-4°/1.3, -, 1.5072, 3.5, 178-80°, 8, 11-12, 150°; cyclopentyl, 140-1°/0.5, -, 1.5108, 40, 168-71°, 5, 7-9, 160°; cyclohexyl, 150-1°/0.6, -, 1.5140, 55, 218-19°, 5, 11-12, 180°; Ph, 158-9°/0.8, -, 1.5471, 30, 216-18°, 5, 5-6, 150°; PhCH₂, -, 121-2°, -, 25, -, 5, 6-7, 150°; PhCH₂CH₂, -, 103-5°, -, 38, 239-41°, 5, 7-8, 160°; p-MeC₆H₄, 163-9°/0.4, 106-9°, -, 2.4, 284-6°, 8, 10-11, 175°; p-cumenyl, 150-3°/0.4, -, -, 2, 277-9°, 8, 10-11, 175°; o-MeC₅H₄, 135-6°/0.2, -, 1.5532, 3.7, 196-9°, 8, 9-10, 190°; 1-C₁₀H₇, 196-8°/0.3, 96-8°, -, 14, 166-9°, 15, 9-10, 220° By the general method described were prepared the cis-I listed in the 1st table. By the general method were prepared the trans-I listed in the 2nd table.

Journal fuer Praktische Chemie (Leipzig) published new progress about 14613-37-7. 14613-37-7 belongs to piperidines, auxiliary class Piperidine,Amine, name is (1-Methylpiperidin-3-yl)methanamine, and the molecular formula is C7H16N2, Product Details of C7H16N2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Hammer, Charles F. published the artcileIsolation of a bicyclic aziridinium ion intermediate, Application of 1-Ethylpiperidin-3-ol, the publication is Chemical Communications (London) (1966), 919-20, database is CAplus.

cf. Ebnoether and Jucker, CA 60, 15830b. 1-Azabicyclo [3.1.0]-hexane in dry Et2O and EtClO4 in absolute EtOH gave a semi-solid, extraction of which with CH2Cl2 gave a product whose N.M.R. spectrum was similar to the N.M.R. spectrum of the oil obtained from 3-chloro-N-ethylpiperidine and AgClO4 in dry Me2CO; and presumably, based on the spectrum, the product possesses the bicyclic aziridinium structure (I).

Chemical Communications (London) published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Application of 1-Ethylpiperidin-3-ol.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Hammer, C. F. published the artcileReactions of β-substituted amines. II. Nucleophilic displacement reactions on 3-chloro-1-ethylpiperidine, Quality Control of 13444-24-1, the publication is Tetrahedron (1972), 28(2), 239-53, database is CAplus.

Synthetic, kinetic, and optical activity studies established that 3-chloro-1-ethylpiperidine undergoes nucleophilic displacement reactions in solution by a 2-step, neighboring group participation mechanism. N displaces chloride internally, to give an ambident bicyclic aziridinium ion, which then reacts with nucleophiles to give pyrrolidine and piperidine isomers. The aziridinium ion, 1-ethyl-1-azoniabicyclo[3.1.0]hexane perchlorate, was synthesized sep.

Tetrahedron published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Quality Control of 13444-24-1.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Abdel-Rahman, M. O. published the artcileHeterocyclic aminoacrylate esters of potential biological activity, Product Details of C7H15NO, the publication is Qatar University Science Bulletin (1985), 63-9, database is CAplus.

Acrylate esters I and II (X = O, S; R = N-methyl-4-piperidyl, N-ethyl-4-piperidyl, N-methyl-3-piperidyl, N-ethyl-4-piperidyl, 3-quinuclidinyl, CH₂CH₂NMe₂, CH₂CH₂NEt₂) were prepared from the corresponding acids or acid chlorides and aminoalcs.

Qatar University Science Bulletin published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Product Details of C7H15NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Neel, Andrew J. published the artcileAsymmetric Cross-Dehydrogenative Coupling Enabled by the Design and Application of Chiral Triazole-Containing Phosphoric Acids, Formula: C11H21BF4N2O2, the publication is Journal of the American Chemical Society (2013), 135(38), 14044-14047, database is CAplus and MEDLINE.

Nonracemic triazolylbinaphthylphosphoric acids I [R = PhCH₂, Ph₂CH, bis(1-naphthyl)methyl, 1-naphthyl, 9-anthracenyl, 1-pyrenyl, 2,4,6-Me₃C₆H₂, 2,4,6-i-Pr₃C₆H₂, 2,4,6-(c-C₆H₁₁)₃C₆H₂, 4-t-BuC₆H₄, 3,5-t-Bu₂C₆H₃, 1-adamantyl] were prepared using azide-alkyne cycloadditions of a protected diethynylbinaphthol with azides RN₃ [R = PhCH₂, Ph₂CH, bis(1-naphthyl)methyl, 1-naphthyl, 9-anthracenyl, 1-pyrenyl, 2,4,6-Me₃C₆H₂, 2,4,6-i-Pr₃C₆H₂, 2,4,6-(c-C₆H₁₁)₃C₆H₂, 4-t-BuC₆H₄, 3,5-t-Bu₂C₆H₃, 1-adamantyl]; in the presence of I, an acetamidopiperidineoxoammonium salt, and trisodium phosphate in p-xylene, tetrahydroisoquinolinylbenzamides II [R¹ = PhCH₂, 4-MeC₆H₄CH₂, 4-MeOC₆H₄CH₂, 4-O₂NC₆H₄CH₂, 2-MeOC₆H₄CH₂, Ph, 3-MeC₆H₄, 2-MeC₆H₄, 1-naphthyl, 2-ClC₆H₄, 2-HOC₆H₄, t-Bu, cyclohexyl, (R)-MeO₂CCH(i-Pr), (S)-MeO₂CCH(i-Pr); R² = H, Me, Br, F₃C] underwent enantioselective cross-dehydrogenative coupling reactions to give tetrahydroisoquinolinoquinazolinones III [R¹ = PhCH₂, 4-MeC₆H₄CH₂, 4-MeOC₆H₄CH₂, 4-O₂NC₆H₄CH₂, 2-MeOC₆H₄CH₂, Ph, 3-MeC₆H₄, 2-MeC₆H₄, 1-naphthyl, 2-ClC₆H₄, 2-HOC₆H₄, t-Bu, cyclohexyl, (R)-MeO₂CCH(i-Pr), (S)-MeO₂CCH(i-Pr); R² = H, Me, Br, F₃C] in 38-93% yields and in 73-93% ee or in 3:1-7:1 dr. I were designed to use attractive hydrogen-bonding interactions with substrates rather than catalyst steric bulk to improve the stereoselectivity of the coupling reaction. The azides used in the preparation of I are potentially explosive and should be handled and reacted using appropriate precautions.

Journal of the American Chemical Society published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Formula: C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Mueller, Stephan G. published the artcileDesign, synthesis and evaluation of MCH receptor 1 antagonists-Part I: Optimization of HTS hits towards an in vivo efficacious tool compound BI 414, HPLC of Formula: 39546-32-2, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(16), 3264-3269, database is CAplus and MEDLINE.

Despite recent approvals of antiobesity drugs there is still a high therapeutic need for alternative options with higher efficacy in humans. As part of the MCH-R1 antagonist program for the treatment of obesity, a series of biphenylacetamide HTS hits was evaluated. Several issues of the initial lead structures had to be resolved, such as potency, selectivity over related GPCRs and P-gp efflux limiting brain exposure in this series. The authors could demonstrate that all parameters can be significantly improved by structural modifications resulting in I as a potent and orally available MCH-R1 antagonist tool compound with acceptable in vivo efficacy in an animal model of obesity.

Bioorganic & Medicinal Chemistry Letters published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, HPLC of Formula: 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem