2736-40-5Relevant academic research and scientific papers
Induction of one-handed helix sense in achiral poly(N-propargylamides)
Tabei, Junichi,Nomura, Ryoji,Sanda, Fumio,Masuda, Toshio
, p. 8603 - 8608 (2003)
Achiral N-propargylamides, i.e., N-propargyl-3-methylbutanamide (1), N-propargyl-2-ethylbutanamide (2), and N-propargyl-3,3-dimethylbutanamide (3), were polymerized with (nbd)Rh+[η6-C6H5B- (C6H5)] to afford polymers with moderate molecular weights (Mn = 6000-22000) in good yields. The 1H NMR and UV-vis spectra demonstrated that the polymers, poly(1)-poly(3), have stereoregular structures (cis = 100%) and equally populated right- and left-handed helical conformation. A predominant helix sense was induced in these polymers by the addition of chiral alcohols or amine, which was confirmed by CD and UV-vis spectroscopies. 1H NMR and CD spectroscopic studies strongly suggested that the poly(N-propargylamides) interacted with the chiral alcohols by hydrogen bonding at the amide groups of the polymer side chain. Chiral terpenes could also induce single-handed helical conformation. It is likely that hydrophobic interaction led to the one-handed helical conformation in the case of the chiral terpenes because the addition of n-hexane decreased the CD signal.
SMALL MOLECULE PROSTAGLADIN TRANSPORT INHIBITORS
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Paragraph 0260-0261, (2021/05/15)
The disclosure provides compounds of Formula 1, and the pharmaceutically acceptable salts thereof. The variables in Formula 1, e.g. X1-X5, A1, A2, and R1-R4 are described herein. Such compounds are useful as prostaglandin transport (PGT) inhibitors. The disclosure further includes pharmaceutical compositions comprising a compound of Formula 1 or salt thereof and methods of using compounds of Formula 1 and salts thereof to treat diseases and disorders mediated, at least in part, by prostaglandin levels or cyclooxygenase activity. Such diseases and disorders include painful and inflammatory conditions.
Transition metal complex, polymer, mixture, composition and organic electronic device
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Paragraph 0259-0260; 0265-0266, (2021/06/23)
The invention discloses a transition metal complex, a polymer, a mixture, a composition and an organic electronic device. According to the transition metal complex, due to the fact that the metal organic complex contains a ketone group and has excellent electron transmission capacity, the compound contains an arylamine group and also has excellent hole transmission capacity, and the transition metal complex has a stable six-membered ring structure, when the transition metal complex serves as a light-emitting layer doping material and is applied to an organic electronic device, especially an OLED, the light-emitting efficiency of the device can be improved, and the service life of the device can be prolonged.
Palladium-Catalyzed Migratory Insertion of Carbenes and C-C Cleavage of Cycloalkanecarboxamides
Pan, Ping,Yan, Ming,Zeng, Jia,Zhang, Peng,Zhang, Xue-Jing
supporting information, (2022/01/20)
A palladium catalyzed reaction of cycloalkanecarboxamides and diazomalonates or bis(phenylsulfonyl)diazomethane has been developed. The reaction proceeds via carbene migratory insertion and cascade C-C cleavage pathways. Cycloalkanecarboxamides with four to seven membered rings are applicable in the transformation. A series of ring opening products were prepared with moderate yields. The finding provides valuable clues for the development of new reactions involving carbene migratory insertion and the cleavage of unstrained C(sp3)-C(sp3) bonds.
Organic luminescent material containing 6-silicon-based substituted isoquinoline ligand
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Paragraph 0159; 0169-0171, (2020/11/22)
Disclosed is an organic light-emitting material containing a 6silicon-based substituted isoquinoline ligand. The organic light-emitting material is a metal complex containing a 6silicon-based substituted isoquinoline ligand, and can be used as a light-emitting material in a light-emitting layer of an organic light-emitting device. These novel complexes can provide more red and saturated emissions,and can also exhibit significantly improved lifetime and high efficiency excellent device performance. An electroluminescent device and a compound formulation comprising the metal complex are also disclosed.
Metal complex containing three different ligands
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Paragraph 0142; 0152-0154, (2020/11/22)
A metal complex containing three different ligands is disclosed. The metal complex contains three different ligands, and can be used as a luminescent material in a luminescent layer of an organic electroluminescent device. The novel complexes not only can achieve the device performance expected to be regulated or improved by regulating substituent groups, but also can achieve the effect of effectively controlling the rise of the evaporation temperature. An electroluminescent device and a compound formulation comprising the metal complex are also disclosed.
Enantio- and Diastereoswitchable C?H Arylation of Methylene Groups in Cycloalkanes
Andr?, Michal S.,Schifferer, Lukas,Pollok, Corina H.,Merten, Christian,Goo?en, Lukas J.,Yu, Jin-Quan
supporting information, p. 8503 - 8507 (2019/07/16)
A complementary set of chiral N,N-ligands enables the Pd-catalyzed β-C?H arylation of unbiased internal methylene groups in good yield and with high levels of enantio- and diastereoinduction. Both the dia- and enantioselectivity can be reversed, thus allowing the selective arylation of any of the four β-C?H bonds in cycloalkanecarboxamides of various ring sizes. The method is applicable to a broad range of aryl iodides with electron-withdrawing and -donating substituents in the o-, m-, or p-position.
Synthesis of 1,3-Diketones and β-Keto Thioesters via Soft Enolization
Aderibigbe, Sabrina O.,Coltart, Don M.
, p. 9770 - 9777 (2019/08/27)
Ketones and thioesters undergo soft enolization and acylation using crude acid chlorides on treatment with MgBr2·OEt2 and i-Pr2NEt to give 1,3-diketones and β-keto thioesters, respectively. The use of crude acid chlorides adds efficiency and cost reduction by avoiding the need to purify and/or purchase them. The process is conducted in a direct fashion that does not require prior enolate formation, further enhancing its efficiency and making it very easy to carry out. The method is suitable for large scale applications. ?
Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis
Ackerman, Laura K. G.,Martinez Alvarado, Jesus I.,Doyle, Abigail G.
, p. 14059 - 14063 (2018/10/24)
A method for direct cross coupling between unactivated C(sp3)-H bonds and chloroformates has been accomplished via nickel and photoredox catalysis. A diverse range of feedstock chemicals, such as (a)cyclic alkanes and toluenes, along with late-stage intermediates, undergo intermolecular C-C bond formation to afford esters under mild conditions using only 3 equiv of the C-H partner. Site selectivity is predictable according to bond strength and polarity trends that are consistent with the intermediacy of a chlorine radical as the hydrogen atom-abstracting species.
Bidentate ligand 8-aminoquinoline-aided Pd-catalyzed diastereoselective β-arylation of the prochiral secondary sp3 C-H bonds of 2-phenylbutanamides and related aliphatic carboxamides
Gopalakrishnan, Bojan,Babu, Srinivasarao Arulananda,Padmavathi, Rayavarapu
, p. 8333 - 8349 (2015/10/05)
Investigations on the Pd-catalyzed 8-aminoquinoline-aided diastereoselective β-arylation of the prochiral 2° sp3 C-H bonds of various aliphatic carboxamides having substituents at the α- or γ-positions are reported. The Pd-catalyzed β-arylation of the 2° sp3 C-H bonds of racemic 2-phenylbutanamides with aryl iodides gave the arylated products (±)-3a-l (anti isomers) with moderate to good diastereoselectivities (dr up to 86:14). Next, the Pd-catalyzed β-arylation of various γ-substituted aliphatic carboxamides with aryl iodides furnished the corresponding C-H arylated products with poor diastereoselectivities. Then, the arylation of the C(β)-H bonds of 2-ethyl-N-(quinolin-8-yl)butanamide possessing two prochiral centers with aryl iodides successfully furnished the bis arylated products meso-8eA-hA and (±)-8eB-hB (diastereomers). The arylation of (S)-2-phenylbutanamide also gave the corresponding enantiomerically enriched compounds 10a-c (anti isomers). The stereochemistry of the products (±)-3a-l (major isomers), meso-8eA-hA (major isomers), (±)-8eB-hB (minor isomers) and enantiomerically enriched compounds 10a-c (major isomers) were assigned based on the X-ray structures of the major isomers 3b,c,e,l, 8eA, 10c and minor isomers 8eB and 8fB. The limitations and outcome of the stereocontrol in the Pd-catalyzed C-H arylation reactions involving aliphatic carboxamides are illustrated.
