Tag: 498.5321

Copper(I) Diphosphine Bifluoride Complexes as Efficient Preactivated Catalysts for Nucleophilic Addition on Unsaturated Functional Groups was written by Rasson, Corentin;Riant, Olivier. And the article was included in Organic Process Research & Development in 2020.Reference of 37002-48-5 This article mentions the following:

Herein we report the synthesis of a family of copper(I) diphosphine bifluoride complexes, their characterization, and their use as efficient preactivated catalysts for nucleophilic copper addition of pronucleophiles on unsaturations. Their use as mechanistic probes is also highlighted by the identification of two copper deuterides. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Reference of 37002-48-5).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Chiral ligands coordinate to metal centers to create an asymmetric environment around the reaction centers, which eventually affects enantioselectivity and reaction rate.Reference of 37002-48-5

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Thioketone-directed rhodium(I) catalyzed enantioselective C-H bond arylation of ferrocenes was written by Cai, Zhong-Jian;Liu, Chen-Xu;Wang, Qiang;Gu, Qing;You, Shu-Li. And the article was included in Nature Communications in 2019.Formula: C31H32O2P2 This article mentions the following:

Planar chiral ferrocenes have received great attention in both academia and industry. Although remarkable progresses have been made over the past decade, the development of efficient and straightforward methods for the synthesis of enantiopure planar chiral ferrocenes remains highly challenging. Herein, authors report a rhodium(I)/phosphonite catalyzed thioketone-directed enantioselective C-H bond arylation of ferrocenes. Readily available aryl iodides are used as the coupling partners in this transformation, leading to a series of planar chiral ferrocenes in good yields and excellent enantioselectivities (up to 86% yield, 99% ee). Of particular note, heteroaryl coupled ferrocenes, which are difficult to access with previous approaches, can be obtained in satisfactory results. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Formula: C31H32O2P2).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Formula: C31H32O2P2

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Compromise between conjugation length and charge-transfer in nonlinear optical η⁵-monocyclopentadienyliron(II) complexes with substituted oligo-thiophene nitrile ligands: Synthesis, electrochemical studies and first hyperpolarizabilities was written by Garcia, M. Helena;Mendes, Paulo J.;Robalo, M. Paula;Dias, A. Romao;Campo, Jochen;Wenseleers, Wim;Goovaerts, Etienne. And the article was included in Journal of Organometallic Chemistry in 2007.Recommanded Product: 37002-48-5 This article mentions the following:

A series of half-sandwich η⁵-cyclopentadienyliron(II) diphosphine complexes with substituted oligo-thiophene carbonitrile ligands, [FeCp(P-P)(NC{SC₄H₂}_nNO₂)][PF₆] (1a–3a, P-P = dppe; 1b–3b, P-P = (+)-diop; n = 1-3) was prepared by complexation of the nitrile ligands to the corresponding iodides, [FeCp(P-P)I]. The electrochem. behavior of the new compounds was explored by cyclic voltammetry. The compounds 1–3 exhibit pos. solvatochromism, i.e., a bathochromic shift in more polar solvents. Quadratic hyperpolarizabilities (β) of the complexes with dppe co-ligands have been determined by hyper-Rayleigh scattering (HRS) measurements at two fundamental wavelengths of 1.064 and 1.550 μm, to uncover the two-photon resonance effect and to estimate static β values. The obtained overall results are found to be better than for the related η⁵-monocyclopentadienyliron(II) complexes with p-benzonitrile derivatives Although an increase of the resonant β at 1.064 μm with increasing number of thiophene units in the conjugated ligand was found (up to 910 × 10^-30 esu), the static values β₀ remain practically unchanged, as shown by the 1.550 μm measurements. Combined with the electrochem. and spectroscopic data (IR, NMR, UV-vis), this remarkable evolution of β shows that the increase of conjugation length is balanced by a decrease in charge-transfer efficiency. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Recommanded Product: 37002-48-5).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Phosphine-catalyzed asymmetric reactions are now powerful and versatile tools for the construction of C–C, C–N, C–O, and C–S bonds and for the syntheses of functionalized carbocycles and heterocycles. Chiral ligands coordinate to metal centers to create an asymmetric environment around the reaction centers, which eventually affects enantioselectivity and reaction rate.Recommanded Product: 37002-48-5

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Palladium-catalysed intramolecular asymmetric cyclohydroaryloxycarbonylation of 2-allylphenol derivatives. Synthesis of chiral lactones via cyclocarbonylation was written by Abu Seni, Anas;Kollar, Laszlo;Pongracz, Peter. And the article was included in Molecular Catalysis in 2020.Related Products of 37002-48-5 This article mentions the following:

Homogeneous catalytic hydroaryloxycarbonylation of 2-allylphenol derivatives I (R¹ = H, CH₃, OCH₃, CHO; R² = H, COCH₃) was performed using palladium complexes toward the corresponding lactones II, III, IV. Reactions were conducted under carbon monoxide atm. in the absence of hydrogen gas. Palladium catalyst was generated in situ, using various phosphine ligands e.g., (4S,5S)-4,5-bis(diphenylphosphinomethyl)-2,2-dimethyl-1,3-dioxolane and precursors as Pd(OAc)₂, PdCl₂, PdCl₂(PhCN)₂, etc. in the presence of acid additives as HCl, HCOOH, TsOH, etc. In general, chiral 6- III and achiral 7-membered lactones IV were formed dominantly, only trace amounts of the 5-membered lactone II can be identified. Moderate or good enantioselectivity can be achieved using chiral ligands regarding the 6-membered chromanone derivatives III. The regioselectivity of the reaction is particularly effected by catalyst composition and acid co-catalysts and found to be insensitive for substrate substitution. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Related Products of 37002-48-5).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Related Products of 37002-48-5

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Asymmetric Rh(I)-catalyzed intramolecular [3 + 2] cycloaddition of 1-yne-vinylcyclopropanes for bicyclo[3.3.0] compounds with a chiral quaternary carbon stereocenter and density functional theory study of the origins of enantioselectivity was written by Lin, Mu;Kang, Guan-Yu;Guo, Yi-An;Yu, Zhi-Xiang. And the article was included in Journal of the American Chemical Society in 2012.Category: chiral-phosphine-ligands This article mentions the following:

A highly enantioselective Rh(I)-catalyzed intramol. [3 + 2] cycloaddition of 1-yne-VCPs to bicyclo[3.3.0] compounds with an all-carbon chiral quaternary stereocenter at the bridgehead carbon was developed. DFT calculations of the energy surface of the catalytic cycle (complexation, cyclopropane cleavage, alkyne insertion, and reductive elimination) of the asym. [3 + 2] cycloaddition reaction indicated that the rate- and stereo-determining step is the alkyne-insertion step. Anal. of the alkyne-insertion transition states revealed that the serious steric repulsion between the substituents in the alkyne moiety of the substrates and the rigid H₈-BINAP backbone is responsible for not generating the disfavored [3 + 2] cycloadducts. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Category: chiral-phosphine-ligands).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. The synthesis of novel trialkylphosphines can be quite difficult, thereby limiting the scope of their chiral variants. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. Category: chiral-phosphine-ligands

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Novel 1,4-diphosphanes with imidazolidin-2-one backbones as chiral ligands: highly enantioselective Rh-catalyzed hydrogenation of enamides was written by Lee, Sang-Gi;Zhang, Yong Jian;Song, Choong Eui;Lee, Jae Kyun;Choi, Jung Hoon. And the article was included in Angewandte Chemie, International Edition in 2002.Category: chiral-phosphine-ligands This article mentions the following:

Asym. hydrogenation of N-acetyl α-aryl enamides ArC(:CHR¹)NHAc [Ar = (un)substituted Ph; R¹ = H, Me, Et] was catalyzed by [Rh(cod)₂]BF₄ and 1,4-diphosphane ligands I (R = H, Me, Et, etc.). I were prepared from a L-tartaric acid derivative In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Category: chiral-phosphine-ligands).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Trivalent phosphorus compounds called phosphines have a tetrahedral electron-group geometry which makes them structurally analogous to amines.Category: chiral-phosphine-ligands

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Nonenzymatic kinetic resolution of secondary alcohols: enantioselective S_N2 displacement of hydroxy groups by halogens in the presence of chiral BINAP was written by Sekar, Govindasamy;Nishiyama, Hisao. And the article was included in Journal of the American Chemical Society in 2001.Quality Control of (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) This article mentions the following:

Cyclic secondary alcs. I (R = Ph, 2-MeC₆H₄, 3-MeC₆H₄, 4-MeC₆H₄, 4-MeOC₆H₄, 1-naphthyl, 2-naphthyl, cyclohexyl), phenylcyclooctanol II, and 1-phenyl-2-octadecanol undergo kinetic resolution by stereoselective nucleophilic displacement of secondary alcs. with chlorides in the presence of (S)-BINAP to give unreacted alcs. such as III in 82-97% yields and 69-98% ee and the inverted secondary chlorides IV in 56-94% ee. E.g., dehydrated THF was added to a mixture of I (R = Ph), 1 equivalent N-chlorosuccinimide, and 0.3 equivalent (S)-BINAP and the mixture stirred until the solution became clear; workup and chromatog. yielded (1R,2S)-III in 40% yield and 85% ee and (1R,2R)-IV in 42% yield and 89% ee in addition to the P,P’-dioxide of (S)-BINAP which was recovered in 92%. The enantioselectivity of the resolution was highly dependent upon the solvent used and the amount of chlorinating agent used; THF was the optimal solvent for the process and N-chlorosuccinimide as the chlorinating agent. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Quality Control of (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine)).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Although many reactions require more nucleophilic trialkylphosphines as catalysts, only a few chiral trialkylphosphines are available. Over the last decade, however, and especially since 2005, considerable progress has been made in asymmetric phosphine catalysis.Quality Control of (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Nickel-Catalyzed Intramolecular Arylcyanation for the Synthesis of 3,3-Disubstituted Oxindoles was written by Yen, Andy;Lautens, Mark. And the article was included in Organic Letters in 2018.Recommanded Product: (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) This article mentions the following:

In the presence of NiCl₂(glyme), (S,S)-DIOP, and Zn, N-(bromophenyl)-N-methylacrylamides such as I underwent intramol. arylcyanation reactions with Zn(CN)₂ in MeCN to yield oxoindolylacetonitriles (3,3-disubstituted oxindoles) such as II in 30-86% yields. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Recommanded Product: (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine)).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. During the past two decades, tertiary phosphine catalysts have been applied extensively in a wide range of carbon–carbon and carbon–heteroatom bond-forming transformations. Over the last decade, however, and especially since 2005, considerable progress has been made in asymmetric phosphine catalysis.Recommanded Product: (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine)

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Supercritical fluid chromatography comparison of the poly(trans-1,2-cyclohexanediyl-bis acrylamide) (P-CAP) column with several derivatized polysaccharide-based stationary phases was written by Barnhart, Wesley W.;Gahm, Kyung H.;Hua, Zheng;Goetzinger, Wolfgang. And the article was included in Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences in 2008.SDS of cas: 37002-48-5 This article mentions the following:

The poly(trans-1,2-cyclohexanediyl-bisacrylamide) (P-CAP) column has so far been primarily used with normal phase and polar organic mobile phase chromatog. Its use in supercritical fluid chromatog. (SFC) was studied via the anal. of 40 com. and 100 proprietary compounds using a 12-min gradient with methanol as a modifier. Results were then compared against those obtained from the popular derivatized polysaccharide-based chiral stationary phases (CSPs) such as Chiralpak AD-H and Chiralpak AS-H as well as Chiralcel OD-H and Chiralcel OJ-H columns. P-CAP demonstrated separation of 25% of the 140 total compounds, while each of the derivatized polysaccharide-based CSPs separated at least 46%. A study that compared the loading of 1,1′-bi-2-naphthol with P-CAP and Chiralpak AS columns indicated a similar trend in resolution vs. amount injected, though AS appeared capable of allowing a greater loading of material. The P-CAP column is beneficial in the separation of a complex mixture of enantiomers and achiral impurities, where the derivatized polysaccharide-based columns did not show as desirable of a separation A key advantage of this type of chiral stationary phase is the fact that it is available in both enantiomeric forms, allowing manipulation of elution order of enantiomers, which is especially helpful for preparative applications. P-CAP also demonstrated that it could resolve an achiral impurity from the desired compound in a different mixture, while the same impurity coeluted on the Chiralpak AD-H column. Overall, the synthetic polymer-based P-CAP showed less chiral discrimination power compared to the derivatized polysaccharide-based CSPs under the conditions explored. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5SDS of cas: 37002-48-5).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Thousands of arylphosphines have been used as chiral ligands for metal-catalyzed asymmetric reactions. Most of these phosphines are acyclic, usually possess low nucleophilic activity, and generally display poor enantioselectivities for phosphine organocatalysis. SDS of cas: 37002-48-5

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis

Enantioselective Synthesis of Planar-Chiral Carba-Paracyclophanes: Rhodium-Catalyzed [2+2+2] Cycloaddition of Cyclic Diynes with Terminal Monoynes was written by Araki, Tatsuya;Noguchi, Keiichi;Tanaka, Ken. And the article was included in Angewandte Chemie, International Edition in 2013.Related Products of 37002-48-5 This article mentions the following:

The high-yielding and highly enantioselective synthesis of carba[10]-[12]paracyclophanes I [X = (CH₂)_n; n = 7-9; R¹ = Ts, 2-O₂NC₆H₄SO₂; R² = MeO₂C, HOCH₂, n-Bu, MeCH(OH), etc.] has been achieved with up to 93% ee by the cationic rhodium(I)/(S,S)-bdpp-catalyzed [2 + 2 + 2] cycloaddition of cyclic diynes II and terminal alkynes R²CCH under high substrate concentrations [bdpp = 2,4-bis(diphenylphosphino)pentane]. In the experiment, the researchers used many compounds, for example, (((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5Related Products of 37002-48-5).

(((4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-diyl)bis(methylene))bis(diphenylphosphine) (cas: 37002-48-5) belongs to chiral phosphine ligands. Many phosphine-catalyzed reactions have been developed for the syntheses of various biologically important acyclic and cyclic molecules. Asymmetric variants of these reactions have evolved relatively slowly. Effective chiral catalysts for nucleophilic phosphine catalysis are scarce, seriously limiting the development of asymmetric variants. Related Products of 37002-48-5

Referemce:
Phosphine ligand,
Chiral phosphines in nucleophilic organocatalysis