Day: October 12, 2022

Tsuchikama, Kyoji; Kuwata, Yusuke; Shibata, Takanori published the artcile< Highly Enantioselective Construction of a Chiral Spirocyclic Structure by the [2+2+2] Cycloaddition of Diynes and exo-Methylene Cyclic Compounds>, Application In Synthesis of 139139-93-8, the main research area is chiral spirocyclic compound preparation cycloaddition diyne exo methylene ketone.

The enantioselective [2+2+2] cycloaddition of 1,6-diynes with α-methylene lactones and cyclic ketones gave various chiral spirocyclic compounds The reaction proceeded with high enantioselectivity when the rhodium-xylylBINAP complex was used as a chiral catalyst. Not only exo-methylene cyclic compounds but also exo-methylene acyclic compounds could be used as coupling partners for diynes. The present protocol provides access to a new chiral library possessing a quaternary carbon center, including a spirocyclic system.

Journal of the American Chemical Society published new progress about Alkadiynes Role: RCT (Reactant), RACT (Reactant or Reagent). 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Application In Synthesis of 139139-93-8.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Fukawa, Naohiro; Osaka, Takuya; Noguchi, Keiichi; Tanaka, Ken published the artcile< Asymmetric Synthesis and Photophysical Properties of Benzopyrano- or Naphthopyrano-Fused Helical Phosphafluorenes>, Electric Literature of 139139-86-9, the main research area is dialkynyl phosphine phenol linked tetrayne chiral rhodium catalyst cycloaddition; benzopyrano fused helical phosphafluorene derivative stereoselective preparation photophys property; naphthol linked tetrayne dialkynyl phosphine chiral rhodium catalyst cycloaddition; naphthopyrano fused helical phosphafluorene derivative stereoselective preparation photophys property; racemic benzopyrano fused helical phosphafluorene derivative crystal mol structure.

Enantioenriched benzopyrano- and naphthopyrano-fused helical phosphafluorenes have been synthesized by the rhodium-catalyzed enantioselective double [2 + 2 + 2] cycloaddition of dialkynyl phosphorus compounds with phenol- or naphthol-linked tetraynes. Photophys. properties of these phosphafluorenes are also disclosed.

Organic Letters published new progress about Alkynes, polyalkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (tetraynes). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Electric Literature of 139139-86-9.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Nemoto, Tetsuhiro; Ishige, Yuta; Yoshida, Mariko; Kohno, Yuta; Kanematsu, Mutsumi; Hamada, Yasumasa published the artcile< Novel Method for Synthesizing Spiro[4.5]cyclohexadienones through a Pd-Catalyzed Intramolecular ipso-Friedel-Crafts Allylic Alkylation of Phenols>, Application In Synthesis of 152140-65-3, the main research area is stereoselective spirocyclohexadienone preparation intramol Friedel Crafts allylic alkylation; ipso Friedel Crafts intramol alkylation phenol reactant spirocyclohexadienone preparation; palladium catalyzed Friedel Crafts allylic alkylation spirocyclohexadienone preparation.

The first successful Pd-catalyzed intramol. ipso-Friedel-Crafts allylic alkylation of phenols, which provided a new access to spiro[4.5]cyclohexadienones, e.g. I, is described. The present method could be applied to catalytic enantioselective construction of an all-carbon quaternary spirocenter.

Organic Letters published new progress about Diastereoselective synthesis. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, Application In Synthesis of 152140-65-3.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Akula, Ramulu; Guiry, Patrick J. published the artcile< Enantioselective Synthesis of α-Allyl-α-aryldihydrocoumarins and 3-Isochromanones via Pd-Catalyzed Decarboxylative Asymmetric Allylic Alkylation>, COA of Formula: C54H42N2O2P2, the main research area is decarboxylative asym allylation of aryl oxo ester; enantioselective synthesis allyl aryl dihydrocoumarin; isochromanone allyl aryl enantioselective synthesis; crystal structure.

An enantioselective Pd-catalyzed decarboxylative asym. allylic alkylation (DAAA) of α-aryl-β-oxo esters has been developed employing the (R,R)-ANDEN-Ph Trost ligand to prepare a series of α-aryl-α-allyldihydrocoumarins and 3-isochromanones. A variety of aryl groups were successfully employed to afford the dihydrocoumarin and 3-isochromanone products in high yields up to 95% and ee’s up to 96%. Under these conditions, substrates containing di- and mono-o-substituted aryl groups gave the highest levels of enantioselectivities. This work represents the first example of the enantioselective preparation of all-carbon quaternary α-allyl-α-aryl dihydrocoumarins and 3-isochromanones.

Organic Letters published new progress about Allylation catalysts. 152140-65-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C54H42N2O2P2, COA of Formula: C54H42N2O2P2.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Xing, Xiu; Liu, Yan; Shi, Ming-Liang; Li, Kun; Fan, Xin-Yue; Wu, Zhong-Liu; Wang, Na; Yu, Xiao-Qi published the artcile< Preparation of chiral aryl alcohols: a controllable enzymatic strategy via light-driven NAD(P)H regeneration>, Reference of 606-68-8, the main research area is rhodamine B labeled UiO 67 immobilized enzyme catalyst preparation; alc preparation enantioselective; ketone reduction photochem enzyme catalyst.

Controllable and mild photoenzymic production of chiral alcs. RCH(OH)R1 [R = Ph, 4-pyridyl, 2-naphthyl, etc.; R1 = H, Me, CH2CO2Me, etc.] was realized by coupling a versatile photochem. NAD(P)H regeneration system with (R)- or (S)-selective ketoreductases. The efficiency of NAD(P)H regeneration was improved using a rhodium functionalized metal organic framework, namely Rh-UiO-67, to adjust and control electron transport and electron utilization. Furthermore, six different ketoreductases could be successfully immobilized on Rh-UiO-67 and combined with the light-driven NAD(P)H regeneration system to produce chiral aryl alcs. Various chiral alcs. with complementary (R)- and (S)-conformations could be constructed by this method with high yields (97%) and excellent stereoselectivity (>99% ee).

New Journal of Chemistry published new progress about Alcohols, chiral Role: SPN (Synthetic Preparation), PREP (Preparation). 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Reference of 606-68-8.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Ashizawa, Tomoko; Yamada, Tohru published the artcile< Catalytic atropo-enantioselective preparation of axially chiral biaryl compounds>, Related Products of 139139-86-9, the main research area is biaryl lactone methanol chiral silver catalyst triisobutylamine ring opening; ester biaryl hydroxy derivative atropo stereoselective preparation; silver tetrafluoroborate binap derivative dynamic kinetic resolution catalyst.

The atropo-enantioselective ring-opening of biaryl lactones with methanol was catalyzed by an optically active AgBF4-phosphine complex to afford axially chiral biaryl compounds The addition of triisobutylamine provided a rate acceleration and increase in enantioselectivity in the reaction. Various types of axially chiral biaryl compounds were obtained with high enantioselectivity.

Chemistry Letters published new progress about Aromatic esters Role: SPN (Synthetic Preparation), PREP (Preparation) (biaryl). 139139-86-9 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Related Products of 139139-86-9.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Zhang, Xiaoyong; Mashima, Kazushi; Koyano, Kinko; Sayo, Noboru; Kumobayashi, Hidenori; Akutagawa, Susumu; Takaya, Hidemasa published the artcile< Synthesis of partially hydrogenated 2,2'-bis(diphenylphosphenyl)-1,1'-binaphthyl (BINAP) ligands and their application to catalytic asymmetric hydrogenation>, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl, the main research area is bisphosphine chiral partially hydrogenated synthesis ligand; ruthenium catalyst hydrogenation chiral phosphine ligand; asym hydrogenation ruthenium catalyst chiral phosphine; crystal structure chiral diphosphine ruthenium cation; mol structure chiral diphosphine ruthenium cation.

Three pairs of new axially dissym. bisphosphine ligands, (R)-(-)- and (S)-(+)-2,2′-bis(dicyclohexylphosphinyl)-1,1′-binaphthyl [ I, R = C6H11], (R)-(+)- and (S)-(-)-2,2′-bis(diphenylphosphinyl)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl [II, R = Ph], and (R)-(-)- and (S)-(+)-2,2′-bis(dicyclohexylphosphinyl)-5,5′,6,6,7,7′,8,8′-octahydro-1,1′-binaphthyl [II, R = C6H11], have been synthesized. The absolute configurations of the isomers I were determined by single-crystal x-ray diffraction of the linear 1:1 polymeric complex of (S)-(+)-2,2′-bis(dicyclohexylphosphinoyl)-1,1′-binaphthyl [III] and (2R,3R)-(-)-di-O-benzoyltartaric acid [(-)-DBT], and those of the isomers II were established on the basis of CD spectra of the phosphanes and their bisoxides. X-ray crystallog. studies of two cationic Rh1 complexes, [Rh{(S)-Cy-binap}(COD)]ClO4 [(S)-IV] and [Rh{(S)-H8-binap}(COD)]ClO4[(S)-V], revealed that complex (S)-IV possesses a disym. structure, while complex (S)-V has a pseudo-C2-symmetry and shows a significantly large dihedral angle between the two Ph rings [80.3(4)°]. The potentially of ligand II for asym. catalysis was demonstrated in RuII-catalyzed stereoselective hydrogenations of Me 2-(benzamidomethyl)-3-oxobutanoate, (in up to 92% d.e. and 99% e.e.) and geraniol (in 98% optical purity).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about Crystal structure. 139139-93-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C44H40P2, Recommanded Product: (S)-(-)-2,2′-Bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-binaphthyl.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Tewari, Yadu B.; Goldberg, Robert N. published the artcile< Thermodynamics of reactions catalyzed by L-iditol 2-dehydrogenase: The xylose assimilation pathway>, COA of Formula: C21H27N7Na2O14P2, the main research area is iditol dehydrogenase reaction thermodn xylose assimilation.

Apparent equilibrium constants and calorimetric enthalpies of reaction have been measured for the following enzyme-catalyzed (L-iditol 2-dehydrogenase) biochem. reactions in phosphate buffer at pHs near 7.5 and at the temperature 298.15 K D-sorbitol(aq) + NADox(aq) = D-fructose(aq) + NADred(aq), L-iditol(aq) + NADox(aq) = L-sorbose(aq) + NADred(aq), xylitol(aq) + NADox(aq) = D-xylulose(aq) + NADred(aq). Here, NADox is β-nicotinamide-adenine dinucleotide (oxidized form) and NADred is β-nicotinamide-adenine dinucleotide (reduced form). The results are used to calculate equilibrium constants and standard molar enthalpies, entropies, and Gibbs free energies for reference reactions involving specific species. Standard formation properties and standard transformed formation properties of the biochem. reactants are also calculated The thermodn. of the xylose assimilation pathway is summarized.

Journal of Chemical Thermodynamics published new progress about Entropy. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, COA of Formula: C21H27N7Na2O14P2.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Mao, Menglei; Zhai, Tingting; Meng, Lingding; Meng, Zihui; Liu, Wenfang published the artcile< Controllable preparation of mesoporous silica and its application in enzyme-catalyzed CO2 reduction>, Application of C21H27N7Na2O14P2, the main research area is controllable mesoporous silica enzyme catalyzed CO2 reduction.

Enzymic conversion of CO2 to high-value chems. is a significant route for the utilization of greenhouse gases in mild, high-selectivity and environment-friendly way, however, conversion efficiency is not yet satisfying. Here, mesoporous silica (mSiO2) nanoparticles with controllable structure were prepared and modified by polydopamine (PDA) and polyethyleneimine (PEI), which were then used in an integrated process for CO2 capture and conversion to formate for the first time. The effects of structure parameters of mSiO2 and modification conditions on its application properties were investigated. The results show that in a range of 230 ∼ 500 nm, SiO2 particles with smaller size exhibited better intensifying effect, while the optimal size was 410 nm for mSiO2 with the same etching extent, attributed to a higher sp. surface area. mSiO2 itself was a robust CO2 adsorbent and the addition of 0.01 g mSiO2(410) enabled CO2 conversion to be accelerated 11.94 times compared to free enzyme. After modification, with 0.05 g PDA/PEI-mSiO2(340) and PDA/PEI-mSiO2(410), the enzyme reaction was expedited up to 24 and 30.8 times of the system without particles due to an enhanced CO2 uptake, as a collaborative result of mesoporous structure and amino-functionalization. Following that, PDA/PEI-mSiO2(410) was used as the carrier for the co-immobilization of formate dehydrogenase and carbonic anhydrase, which could retain 86.7% activity after use for 10 times and 55.2% activity after 21 days at 4°C, while 29.6% for free enzymes.

Chemical Engineering Journal (Amsterdam, Netherlands) published new progress about Adsorbents. 606-68-8 belongs to class chiral-phosphine-ligands, and the molecular formula is C21H27N7Na2O14P2, Application of C21H27N7Na2O14P2.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Yen, Andy; Choo, Ken-Loon; Yazdi, Shabnam K.; Franke, Patrick T.; Webster, Robert; Franzoni, Ivan; Loh, Charles C. J.; Poblador-Bahamonde, Amalia I.; Lautens, Mark published the artcile< Rhodium-Catalyzed Enantioselective Isomerization of meso-Oxabenzonorbornadienes to 1,2-Naphthalene Oxides>, Application In Synthesis of 277306-29-3, the main research area is epoxynaphthalene enantioselective preparation; methoxy hydronaphthalenol enantioselective preparation; rhodium phenylphosphinoferrocenylethylphosphine catalyst enantioselective isomerization oxabicycloheptenedimethanol ester benzyl ether; enantioselective isomerization ring opening oxabicycloheptene methanol rhodium phenylphosphinoferrocenylethylphosphine catalyst; mechanism stereoselectivity isomerization ring opening oxabicycloheptene rhodium phenylphosphinoferrocenylethylphosphine catalyst; acetoxymethyl bromobenzyloxymethyl epoxynaphthalene mol crystal structure; allylic compounds; asymmetric catalysis; enantioselectivity; isomerization; rhodium.

In the presence of Rh(cod)2BF4 and nonracemic diphenylphosphinoferrocenylethylphosphines, oxabicycloheptenedimethanol esters and dibenzyl ethers such as I underwent enantioselective isomerization to yield nonracemic 1,2-epoxynaphthalenes such as II in 53-99% yields and in 95->99% ee. In the presence of Rh(cod)2BF4 and a nonracemic diphenylphosphinoferrocenylethylphosphine, I and II underwent ring opening or tandem isomerization and ring opening reactions to yield methoxydihydronaphthalenols such as III. DFT calculations were performed to account for the stereoselectivities of the isomerization and ring opening reactions; ring-opening reactions of bridgehead disubstituted oxabicyclic alkenes proceed through the intermediacy of 1,2-epoxynaphthalenes and may indicate a kinetically and thermodynamically favored reductive elimination as the origin for the observed enantioselectivities. The structures of II and of a bis(bromobenzyloxymethyl) 1,2-epoxynaphthalene were determined by X-ray crystallog.

Angewandte Chemie, International Edition published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 277306-29-3 belongs to class chiral-phosphine-ligands, and the molecular formula is C32H40FeP2, Application In Synthesis of 277306-29-3.

Referemce:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate