Category: 189518-78-3

Simonsen, Klaus B.; Svenstrup, Niels; Roberson, Mark; Jorgensen, Karl Anker published an article on January 31 ,2000. The article was titled 《Development of an unusually highly enantioselective hetero-Diels-Alder reaction of benzaldehyde with activated dienes catalyzed by hyper-coordinating chiral aluminum complexes》, and you may find the article in Chemistry – A European Journal.Reference of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The information in the text is summarized as follows:

Benzaldehyde and Danishefsky’s diene [(E)-MeOCH:CHC(Me3SiO):CH2] underwent a stereoselective Diels-Alder cycloaddition in Me3COMe in the presence of >2 mol% (R)-binaphthol derivs I [R = H, MeO, Me(CH2)5O, Me(CH2)6] and trimethylaluminum to give the dihydropyran I (R1 = H) in up to 97% yield and 99.4% ee. I [R = Me(CH2)5O] was the most effective catalyst, giving product in high yields and up to 99.4% ee; I [R = MeO, Me(CH2)6] with either similar steric bulk and no oxygens or a methoxy group with coordination capacity but no steric bulk gave II (R1 = R2 = H) in slightly lower yields and enantiomeric excesses (50-95% yields and 82-96% ee), while the unsubstituted I (R = H) gave product in both diminished yield and ee (29% yield, 65% ee). Changes in the aluminum source from trimethylaluminum to either triethylaluminum or to dimethylaluminum chloride significantly decreased the yield and stereoselectivity of the Diels-Alder cycloaddition reactions. Reaction of dimethyl-Danishefsky’s diene [(1E,3Z)-MeOCH:C(Me)C(OSiMe3):CHMe] with benzaldehyde gave the (R,R)-enantiomer of II (R1 = R2 = Me), indicating that the stereoselectivity of the Diels-Alder cycloaddition is based on an endo-transition state. Based on the exptl. results the mechanism for the hetero-Diels-Alder reaction is discussed and it is postulated that hypercoordination to the chiral aluminum Lewis acid center is of importance for the reaction. In the part of experimental materials, we found many familiar compounds, such as (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Reference of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Reference of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneIodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《The Influence of Different Spacer Lengths on the Selectivity of Self-Assembly Processes of Bis(bipyridine)-BINOL Helicates》 was written by Bunzen, Jens; Hapke, Marko; Luetzen, Arne. SDS of cas: 189518-78-3 And the article was included in European Journal of Organic Chemistry on August 31 ,2009. The article conveys some information:

The synthesis and self-assembly behavior of enantiomerically pure bis(chelating) ligands is reported. The ligands differ in the spacer unit between a BINOL core and two bipyridyl groups as the chelating entities and undergo completely diastereoselective self-assembly to dinuclear double-stranded helicates with silver(I) salts, as demonstrated by NMR and CD spectroscopy and ESI mass spectrometry. Upon coordination to iron(II) or zinc(II) ions, however, a dramatic loss in the diastereoselectivity of the self-assembly of dinuclear triple-stranded helicates was observed as a result of increasing spacer length. In the case of zinc(II), the self-assembly processes were even found to be nonselective with regard to the composition of the helicates.(© Wiley-VCH Verlag GmbH and Co. KGaA, 69451 Weinheim, Germany, 2009).(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3SDS of cas: 189518-78-3) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. SDS of cas: 189518-78-3 Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

The author of 《Rhodium-Catalyzed Reaction of Silacyclobutanes with Unactivated Alkynes to Afford Silacyclohexenes》 were Chen, Hua; Chen, Yi; Tang, Xiaoxiao; Liu, Shunfa; Wang, Runping; Hu, Tianbao; Gao, Lu; Song, Zhenlei. And the article was published in Angewandte Chemie, International Edition in 2019. Synthetic Route of C24H20I2O4 The author mentioned the following in the article:

A Rh-catalyzed reaction of silacyclobutanes (SCBs) with unactivated alkynes has been developed to form silacyclohexenes with high chemoselectivity. Good enantioselectivity at the stereogenic silicon center was achieved using a chiral phosphoramidite ligand. The resulting silacyclohexenes are useful scaffolds for synthesizing structurally attractive silacyclic compounds The experimental part of the paper was very detailed, including the reaction process of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Synthetic Route of C24H20I2O4)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Synthetic Route of C24H20I2O4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Duan, Meng; Diaz-Oviedo, Christian David; Zhou, Yang; Chen, Xiangyang; Yu, Peiyuan; List, Benjamin; Houk, Kendall N.; Lan, Yu published an article on February 21 ,2022. The article was titled 《Chiral Phosphoric Acid Catalyzed Conversion of Epoxides into Thiiranes: Mechanism, Stereochemical Model, and New Catalyst Design》, and you may find the article in Angewandte Chemie, International Edition.SDS of cas: 189518-78-3 The information in the text is summarized as follows:

Computations and experiments leading to new chiral phosphoric acids (CPAs) for epoxide thionations are reported. D. functional theory calculations reveal the mechanism and origin of the enantioselectivity of such CPA-catalyzed epoxide thionations. The calculated mechanistic information was used to design new efficient CPAs that were tested exptl. and found to be highly effective. Bulky ortho-substituents on the 3,3′-aryl groups of the CPA are important to restrict the position of the epoxide in the key transition states for the enantioselectivity-determining step. Larger para-substituents significantly improve the enantioselectivity of the reaction. In the experimental materials used by the author, we found (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3SDS of cas: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.SDS of cas: 189518-78-3 In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

HPLC of Formula: 189518-78-3On October 31, 2001 ,《Photoinduced pitch changes in chiral nematic liquid crystals formed by doping with chiral diarylethene》 appeared in Journal of Materials Chemistry. The author of the article were Yamaguchi, Tadatsugu; Inagawa, Takatoshi; Nakazumi, Hiroyuki; Irie, Setsuko; Irie, Masahiro. The article conveys some information:

Chiral binaphthyl derivatives having two photochromic diarylethene units were synthesized in an attempt to use them as dopants for photoresponsive liquid crystals. These compounds showed thermally irreversible photochromic reactions. The CD (CD) spectra and the optical rotation values of the derivatives reversibly changed in methanol upon alternate irradiation with UV and visible light. Large photostimulated pitch changes of chiral nematic K-15 liquid crystals were observed on addition of the derivatives as dopants. The relation between the optical rotation and the twisting power force was discussed. The experimental part of the paper was very detailed, including the reaction process of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3HPLC of Formula: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.HPLC of Formula: 189518-78-3Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reid, Jolene P.; Proctor, Rupert S. J.; Sigman, Matthew S.; Phipps, Robert J. published their research in Journal of the American Chemical Society on December 4 ,2019. The article was titled 《Predictive Multivariate Linear Regression Analysis Guides Successful Catalytic Enantioselective Minisci Reactions of Diazines》.COA of Formula: C24H20I2O4 The article contains the following contents:

The Minisci reaction is one of the most direct and versatile methods for forging new carbon-carbon bonds onto basic heteroarenes: a broad subset of compounds ubiquitous in medicinal chem. While many Minisci-type reactions result in new stereocenters, control of the absolute stereochem. has proved challenging. An asym. variant was recently realized using chiral phosphoric acid catalysis, although in that study the substrates were limited to quinolines and pyridines. Mechanistic uncertainties and nonobvious enantioselectivity trends made the task of extending the reaction to important new substrate classes challenging and time-intensive. Herein, we describe an approach to address this problem through rigorous anal. of the reaction landscape guided by a carefully designed reaction data set and facilitated through multivariate linear regression (MLR) anal. These techniques permitted the development of mechanistically informative correlations providing the basis to transfer enantioselectivity outcomes to new reaction components, ultimately predicting pyrimidines to be particularly amenable to the protocol. The predictions of enantioselectivity outcomes for these valuable, pharmaceutically relevant motifs were remarkably accurate in most cases and resulted in a comprehensive exploration of scope, significantly expanding the utility and versatility of this methodol. This successful outcome is a powerful demonstration of the benefits of utilizing MLR anal. as a predictive platform for effective and efficient reaction scope exploration across substrate classes. The results came from multiple reactions, including the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3COA of Formula: C24H20I2O4)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides.COA of Formula: C24H20I2O4 The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《A New Structural Motif for an Enantiomerically Pure Metallosupramolecular Pd4L8 Aggregate by Anion Templating》 was published in Angewandte Chemie, International Edition in 2014. These research results belong to Klein, Christoph; Guetz, Christoph; Bogner, Maximilian; Topic, Filip; Rissanen, Kari; Luetzen, Arne. Recommanded Product: 189518-78-3 The article mentions the following:

An enantiomerically pure BINOL-based bis(3-pyridyl) ligand 1 assembles into a homochiral [Pd4(1)8] complex upon coordination to tetravalent PdII ions. The formation of this aggregate is templated by two tetrafluoroborate counterions that are encapsulated in two peripheral cavities. The resulting structure is a new structural motif for this kind of metallosupramol. assemblies that arranges the palladium ions in a distorted tetrahedral fashion and forces ligand 1 to adopt two different conformations. Both phenomena are unique and cause an overall three-dimensional structure that has another confined, chiral, and hydrophilic central cavity. The experimental process involved the reaction of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Recommanded Product: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Recommanded Product: 189518-78-3 Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

《Enantiomerically Pure Trinuclear Helicates via Diastereoselective Self-Assembly and Characterization of Their Redox Chemistry》 was written by Guetz, Christoph; Hovorka, Rainer; Struch, Niklas; Bunzen, Jens; Meyer-Eppler, Georg; Qu, Zheng-Wang; Grimme, Stefan; Topic, Filip; Rissanen, Kari; Cetina, Mario; Engeser, Marianne; Luetzen, Arne. Computed Properties of C24H20I2O4 And the article was included in Journal of the American Chemical Society on August 20 ,2014. The article conveys some information:

A tris(bipyridine) ligand 1 with two BINOL (BINOL = 2,2′-dihydroxy-1,1′-binaphthyl) groups has been prepared in two enantiomerically pure forms. This ligand undergoes completely diastereoselective self-assembly into D2-sym. double-stranded trinuclear helicates upon coordination to copper(I) and silver(I) ions and to D3-sym. triple-stranded trinuclear helicates upon coordination to copper(II), zinc(II), and iron(II) ions as demonstrated by mass spectrometry, NMR and CD spectroscopy in combination with quantum chem. calculations and x-ray diffraction anal. According to the calculations, the single diastereomers that are formed during the self-assembly process are strongly preferred compared to the next stable diastereomers. Due to this strong preference, the self-assembly of the helicates from racemic 1 proceeds in a completely narcissistic self-sorting manner with an extraordinary high degree of self-sorting that proves the power and reliability of this approach to achieve high-fidelity diastereoselective self-assembly via chiral self-sorting to get access to stereochem. well-defined nanoscaled objects. Furthermore, mass spectrometric methods including electron capture dissociation MSn experiments could be used to elucidate the redox behavior of the copper helicates. After reading the article, we found that the author used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Computed Properties of C24H20I2O4)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Computed Properties of C24H20I2O4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn March 1, 2021, Chen, Ching-Nung; Cheng, Wei-Min; Wang, Jian-Kai; Chao, Tzu-Hsuan; Cheng, Mu-Jeng; Liu, Rai-Shung published an article in Angewandte Chemie, International Edition. The article was 《Gold-catalyzed [3+2]-annulations of α-aryl diazoketones with the tetrasubstituted alkenes of cyclopentadienes: High stereoselectivity and enantioselectivity》. The article mentions the following:

This work reports gold-catalyzed [3+2]-annulations of α-diazo ketones with highly substituted cyclopentadienes, affording bicyclic 2,3-dihydrofurans with high regio- and stereoselectivity. The reactions highlights the first success of tetrasubstituted alkenes to undergo [3+2]-annulations with α-diazo carbonyls. The enantioselective annulations are also achieved with high enantioselectivity using chiral forms of gold and phosphoric acid. Our mechanistic anal. supports that cyclopentadienes serve as nucleophiles to attack gold carbenes at the more substituted alkenes, yielding gold enolates that complex with chiral phosphoric acid to enhance the enantioselectivity. In addition to this study using (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene, there are many other studies that have used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn October 13, 2021 ,《Bronsted Acid Catalyzed Stereoselective Polymerization of Vinyl Ethers》 was published in Journal of the American Chemical Society. The article was written by Knutson, Phil C.; Teator, Aaron J.; Varner, Travis P.; Kozuszek, Caleb T.; Jacky, Paige E.; Leibfarth, Frank A.. The article contains the following contents:

Isotactic poly(vinyl ether)s (PVEs) have recently been identified as a new class of semicrystalline thermoplastics with a valuable combination of mech. and interfacial properties. Currently, methods to synthesize isotactic PVEs are limited to strong Lewis acids that require a high catalyst loading and limit the accessible scope of monomer substrates for polymerization Here, we demonstrate the first Bronsted acid catalyzed stereoselective polymerization of vinyl ethers. A single-component imidodiphosphorimidate catalyst exhibits a sufficiently low pKa to initiate vinyl ether polymerization and acts as a chiral conjugate base to direct the stereochem. of monomer addition to the oxocarbenium ion reactive chain end. This Bronsted acid catalyzed stereoselective polymerization enabled an expanded substrate scope compared to previous methods, the use of chain transfer agents to lower catalyst loading, and the capability to recycle the catalyst for multiple polymerizations In the experiment, the researchers used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides.Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com