Category: 189518-78-3

Recommanded Product: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn May 7, 1997 ,《Development of highly enantioselective polymeric catalysts using rigid and sterically regular chiral polybinaphthols》 appeared in Journal of the American Chemical Society. The author of the article were Huang, Wei-Sheng; Hu, Qiao-Sheng; Zheng, Xiao-Fan; Anderson, Julie; Pu, Lin. The article conveys some information:

A highly enantioselective polymeric catalyst based on sterically regular and rigid chiral polymers has been developed by systematically modifying the microenvironment of the catalytic centers in these polymers. These polymers are constructed by incorporating optically active 1,1′-bi-2-naphthol units into a rigid polymer chain, and are expected to have well-defined microenvironments around their catalytic sites when used in catalysis. The asym. reaction of aldehydes with diethylzinc catalyzed by the polybinaphthols to generate chiral alcs. has been studied. It was discovered that the polymer prepared by Suzuki coupling of the methoxymethyl group protected (R)-3,3′-diiodo-1,1′-bi-2-naphthol with 2,5-bis(hexyloxy)-1,4-phenylenediboronic acid, followed by hydrolysis, can produce chiral alcs. in up to 94% ee for the asym. reaction. It was also found that the high enantioselectivity is reproducible even when polymers prepared by different methods and with different mol. weights are used. The chiral polymer can be easily separated from the reaction mixture by simple precipitation and the recycled polymer shows the same enantioselectivity as the original polymer. This study provides a new direction to the design and synthesis of enantioselective polymeric catalysts. In the experiment, the researchers used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Recommanded Product: (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. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. 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.Recommanded Product: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

In 2015,Chemistry – A European Journal included an article by Romanov-Michailidis, Fedor; Romanova-Michaelides, Maria; Pupier, Marion; Alexakis, Alexandre. Product Details of 189518-78-3. The article was titled 《Enantioselective Halogenative Semi-Pinacol Rearrangement: Extension of Substrate Scope and Mechanistic Investigations》. The information in the text is summarized as follows:

The present Full Paper article discloses a survey of our recent results obtained in the context of the enantioselective halogenation-initiated semi-pinacol rearrangement. Commencing with the fluorination/semi-pinacol reaction first and moving to the heavier halogens (bromine and iodine) second, the scope and limitations of the halogenative phase-transfer methodol. will be discussed and compared. An extension of the fluorination/semi-pinacol reaction to the ring-expansion of five-membered allylic cyclopentanols will be also described, as well as some preliminary results on substrates prone to desymmetrization will be given. Finally, the present manuscript will culminate with a detailed mechanistic investigation of the canonical fluorination/semi-pinacol reaction. Our mechanistic discussion will be based on in situ reaction progress monitoring, complemented with substituent effect, kinetic isotopic effect and non-linear behavior studies. After reading the article, we found that the author used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Product Details of 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.Product Details of 189518-78-3

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

The author of 《Enantiomerically Pure [M6L12] or [M12L24] Polyhedra from Flexible Bis(Pyridine) Ligands》 were Guetz, Christoph; Hovorka, Rainer; Klein, Christoph; Jiang, Qian-Qian; Bannwarth, Christoph; Engeser, Marianne; Schmuck, Carsten; Assenmacher, Wilfried; Mader, Werner; Topic, Filip; Rissanen, Kari; Grimme, Stefan; Luetzen, Arne. And the article was published in Angewandte Chemie, International Edition in 2014. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

Coordination-driven self-assembly is one of the most powerful strategies to prepare nanometer-sized discrete (supra)mol. assemblies. Herein, the authors report on the use of two constitutionally isomeric BINOL-based bis(pyridine) ligands for this purpose. Upon coordination to PdII ions these self-assemble into enantiomerically pure endo- and exo-functionalized hexa- and dodecanuclear [M6L12] or [M12L24] metallosupramol. spheres with a chiral skeleton depending on the substitution pattern of the BINOL core. These aggregates were characterized by NMR, MS, DLS, TEM, and EELS as well as ECD. Also, exptl. ECD data could be compared to those obtained from theor. simulations using a simplified Tamm-Dancoff approximation to time-dependent DFT to rationalize the extraordinary high molar circular dichroisms. Despite the rotational freedom around the central aryl-aryl bond of these ligands, the self-assembly process happens completely selective in a narcissistic self-recognition manner. After reading the article, we found that the author used (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Application In Synthesis 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. 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.Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

The author of 《A Broadly Applicable Copper Reagent for Trifluoromethylations and Perfluoroalkylations of Aryl Iodides and Bromides》 were Morimoto, Hiroyuki; Tsubogo, Tetsu; Litvinas, Nichole D.; Hartwig, John F.. And the article was published in Angewandte Chemie, International Edition in 2011. Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

Authors have isolated a trifluoromethylcopper(I) reagent ligated by 1,10-phenanthroline, [(Phen)CuRF] (RF = CF3 (1), CF2CF2CF3 (2)) that reacts with unprecedented range of aryl halides at room temperature to 50°. In comparison to current alternative methods for trifluoromethylation of aryl halides, this system reacts under much milder conditions, tolerates a wider range of functional groups, tolerates basic heterocycles, reacts with more hindered substrates, can be extended to perfluoroalkylation, and occurs with a low total cost of goods. On a more fundamental level, the high reactivity of complexes 1 and 2 with a broad range of iodoarenes demonstrates that a general catalytic perfluoroalkylation of aryl iodides is not limited by the reactivity of the trifluoromethylcopper intermediate. The experimental process involved the reaction of (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. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

In 2021,Chemical Communications (Cambridge, United Kingdom) included an article by Ramakrishna, E.; Tang, Jia-Dong; Tao, Jia-Ju; Fang, Qiang; Zhang, Zibin; Huang, Jianying; Li, Shijun. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene. The article was titled 《Self-assembly of chiral BINOL cages via imine condensation》. The information in the text is summarized as follows:

Condensation of an (S)- or (R)-BINOL-derived dialdehyde I and tris(2-aminoethyl)amine produced chiral [2+3] imine cages, which were further reduced to furnish more stable chiral amine cages and applied in the enantioselective recognition of (1R,2R)- and (1S,2S)-1,2-diaminocyclohexane. 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: 189518-78-3Application In Synthesis 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. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene 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 《The amplified circularly polarized luminescence emission response of chiral 1,1′-binaphthol-based polymers via Zn(II)-coordination fluorescence enhancement》 were Meng, Fandian; Li, Fei; Yang, Lan; Wang, Yuxiang; Quan, Yiwu; Cheng, Yixiang. And the article was published in Journal of Polymer Science, Part A: Polymer Chemistry in 2018. Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

Two kinds of chiral 1,1′-binaphthol (BINOL)-based polymer enantiomers were designed and synthesized by the polymerization of 5,5′-((2,2′-bis (octyloxy)-[1,1′-binaphthalene]-3,3′-diyl)bis(ethyne-2,1-diyl))bis(2-hydroxybenzaldehyde) (M1) with alkyl diamine (M2) via nucleophilic addition-elimination reaction. The resulting chiral polymers can exhibit mirror image cotton effects either in the absence or in the presence of Zn2+ ion. Almost no fluorescence or circularly polarized luminescence (CPL) emission could be observed for two chiral BINOL-based polymer enantiomers in the absence of Zn2+. Interestingly, the chiral polymers can show strong fluorescence and CPL response signals upon the addition of Zn2+, which can be attributed to Zn2+-coordination fluorescence enhancement effect. This work can develop a new strategy on the design of the novel CPL materials via metal-coordination reaction. © 2018 Wiley Periodicals, Inc.J. Polym. Sci., Part A: Polym.Chem. 2018. 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: 189518-78-3Quality 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. 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.Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

《Hypercrosslinking chiral Bronsted acids into porous organic polymers for efficient heterogeneous asymmetric organosynthesis》 was published in Journal of Materials Chemistry A: Materials for Energy and Sustainability in 2021. These research results belong to Zhang, Yuwei; Zhang, Zhenwei; Ma, Si; Jia, Ji; Xia, Hong; Liu, Xiaoming. SDS of cas: 189518-78-3 The article mentions the following:

A construction strategy for directly immobilizing the axially chiral phosphoric acid into hypercrosslinked polymers by a one-pot Friedel-Crafts alkylation reaction was developed. The obtained chiral polymers have high porosity, excellent stability and tailorable catalytic centers, and display excellent activity, enantioselectivity and recyclability for asym. transfer hydrogenation. The experimental process involved the reaction of (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. 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