Tag: 600-700

《Synthesis and Characterization of Self-Assembled Chiral FeII2L3 Cages》 was published in Chemistry – A European Journal in 2018. These research results belong to Sun, Bin; Nurttila, Sandra S.; Reek, Joost N. H.. Product Details of 189518-78-3 The article mentions the following:

The authors present here the synthesis of chiral BINOL-derived (BINOL = 1,1′-bi-2-naphthol) bisamine and bispyridine-aldehyde building blocks that can be used for the self-assembly of novel chiral FeII2L3 cages when mixed with an Fe(II) precursor. The properties of chiral cages were studied by NMR and CD spectroscopy, cold-spray ionization MS, and mol. modeling. Upon formation of the M2L3 cages, the Fe corners can adopt various isomeric forms: mer, fac-Δ, or fac-Λ. The metal coordination geometry in R-Cages (1) and (2) were influenced by the chiral BINOL backbone to a limited extent, as a mixture of cages was formed with fac and mer configurations at the Fe corners. However, single cage species (fac-RR-Cage and fac-RS-Cage) that are enantiopure and highly sym. were obtained by generating these chiral M2L3 cages by using the bispyridine-aldehyde building blocks in combination with chiral amine moieties to form pyridylimine ligands for coordination to Fe. Next, consistent NMR spectra, the CD spectra confirm the configurations fac-(Λ,Λ) and fac-(Δ,Δ) corresponding to RR- and RS-Cage, resp. 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: 189518-78-3Product 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. Product Details of 189518-78-3 Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics.

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

Bunzen, Jens; Hovorka, Rainer; Lutzen, Arne published their research in Journal of Organic Chemistry on August 7 ,2009. The article was titled 《Surprising Substituent Effects on the Self-Assembly of Helicates from Bis(bipyridyl) BINOL Ligands》.SDS of cas: 189518-78-3 The article contains the following contents:

Several bis(bipyridyl)ethynyl BINOL ligands (I, R = H, Ph, CO2Me, C7H15; R’ = H, C6H13) were prepared using a convergent building block approach. These were studied with regard to their ability to undergo self-assembly to dinuclear helicates upon coordination to suitable late-transition-metal ions. Surprisingly, the substituents at the periphery of the ligand structure have a marked influence on the outcome of the self-assembly processes with regard to the helicates composition, the stereoselectivity of the helicate formation, their redox reactivity, and their electronic properties as scrutinized by NMR- and CD-spectroscopic methods as well as ESI-mass spectrometric methods. 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: 189518-78-3SDS 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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.SDS of cas: 189518-78-3Iodo 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

Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn November 15, 2013 ,《Enantioselective Organocatalytic Iodination-Initiated Wagner-Meerwein Rearrangement》 appeared in Organic Letters. The author of the article were Romanov-Michailidis, Fedor; Guenee, Laure; Alexakis, Alexandre. The article conveys some information:

The present manuscript describes a high-yielding enantioselective semipinacol transposition, initiated by an electrophilic iodination event. The title transformation makes use of the anionic phase-transfer catalysis (PTC) paradigm for chirality induction. Thus, when combined appropriately, the insoluble cationic iodinating reagent and the lipophilic phosphoric acid act as an efficient source of chiral iodine that performs the semipinacol transposition of strained allylic alcs. to β-iodo spiroketones in good yields and with high levels of diastereo- and enantio-induction. The product β-iodo spiroketones could be derivatized stereospecifically and without stereoerosion, giving rise to products inaccessible directly from a semipinacol rearrangement. 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: 189518-78-3Application In Synthesis 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. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine.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

Product Details of 189518-78-3On May 1, 1998 ,《A new approach to highly enantioselective polymeric chiral catalysts》 appeared in Journal of Organic Chemistry. The author of the article were Hu, Qiao-Sheng; Huang, Wei-Sheng; Pu, Lin. The article conveys some information:

A rigid, sterically regular, binaphthol-based, polymeric, chiral catalyst was prepared and used for the asym. reaction of aldehydes with Et2Zn. The ee values obtained were generally 96-98%, the polymer was easily recovered by precipitation with MeOH, and the recovered polymer showed the same enantioselectivity as the original polymer. 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: 189518-78-3Product 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

Bayeh, Liela; Le, Phong Q.; Tambar, Uttam K. published an article in Nature (London, United Kingdom). The title of the article was 《Catalytic allylic oxidation of internal alkenes to a multifunctional chiral building block》.Recommanded Product: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

The stereoselective oxidation of hydrocarbons is one of the most notable advances in synthetic chem. over the past fifty years. Inspired by nature, enantioselective dihydroxylations, epoxidations and other oxidations of unsaturated hydrocarbons have been developed. More recently, the catalytic enantioselective allylic carbon-hydrogen oxidation of alkenes has streamlined the production of pharmaceuticals, natural products, fine chems. and other functional materials. Allylic functionalization provides a direct path to chiral building blocks with a newly formed stereocenter from petrochem. feedstocks while preserving the olefin functionality as a handle for further chem. elaboration. Various metal-based catalysts have been discovered for the enantioselective allylic carbon-hydrogen oxidation of simple alkenes with cyclic or terminal double bonds. However, a general and selective allylic oxidation using the more common internal alkenes remains elusive. Here we report the enantioselective, regioselective and E/Z-selective allylic oxidation of unactivated internal alkenes via a catalytic hetero-ene reaction with a chalcogen-based oxidant [e.g., I + sulfurimide PhSO2N:S:O → II (68% yield, 96:4 er, > 20:1 rr) in presence of SbCl5 and a chiral BINOL derivative]. Our method enables non-sym. internal alkenes to be selectively converted into allylic functionalized products with high stereoselectivity and regioselectivity. Stereospecific transformations of the resulting multifunctional chiral building blocks highlight the potential for rapidly converting internal alkenes into a broad range of enantioenriched structures that can be used in the synthesis of complex target mols. The experimental process involved the reaction of (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. 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.Recommanded Product: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Recommanded Product: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn March 6, 1998, Huang, Wei-Sheng; Hu, Qiao-Sheng; Pu, Lin published an article in Journal of Organic Chemistry. The article was 《A Highly General Catalyst for the Enantioselective Reaction of Aldehydes with Diethylzinc》. The article mentions the following:

An optically active 1,1′-binaphthyl mol., (R)-3,3′-bis(2”,4”-dihexyloxyphenyl)-1,1′-bi-2-naphthol[(R)-I], is found to be the most general catalyst for the enantioselective reaction of aldehydes with diethylzinc. This compound catalyzes the reaction of diethylzinc with a very broad range of aldehydes including ortho-, para- or meta-substituted aromatic aldehydes, linear or branched aliphatic aldehydes, and aryl or alkyl-substituted α,β-unsaturated aldehydes in 91 – <99% ees. The extremely general and high enantioselectivity of (R)-I and its easy preparation make this mol. a very practical catalyst for the synthesis of chiral alcs. After reading the article, we found that the author 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. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Recommanded Product: (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

Computed Properties of C24H20I2O4On March 31, 2015, Liu, Xiong-Li; Yu, Zhang-Biao; Pan, Bo-Wen; Chen, Lin; Feng, Ting-Ting; Zhou, Ying published an article in Journal of Heterocyclic Chemistry. The article was 《Synthesis of Novel Chiral Phosphoric Acid-Bearing Two Acidic Phenolic Hydroxyl Groups and its Catalytic Evaluation for Enantioselective Friedel-Crafts Alkylation of Indoles and Enones》. The article mentions the following:

A novel chiral phosphoric acid catalyst bearing two acidic phenolic hydroxyl groups was synthesized. Its catalytic activity as a chiral Bronsted acid has been examined in the enantioselective Friedel-Crafts alkylation of indoles and enones as a model reaction. In comparison with the other chiral phosphoric acid catalysts, the reaction catalyzed by the novel chiral catalyst afforded the desired 3-substituted indoles I (R1 = H, OCH3, Br; R2 = H, CH; R3 = Ph, n-Pr, 2-naphthyl, 2-thienyl, 2-furyl; R4 = Ph, CH3, 2-thienyl, 4-ClC6H4, 4-CH3OC6H4) in a higher enantioselectivity (up to 69% ee). 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: 189518-78-3Computed Properties of C24H20I2O4)

(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.Computed Properties of C24H20I2O4

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

In 2013,Chemistry – A European Journal included an article by Guetz, Christoph; Hovorka, Rainer; Schnakenburg, Gregor; Luetzen, Arne. HPLC of Formula: 189518-78-3. The article was titled 《Homochiral Supramolecular M2L4 Cages by High-Fidelity Self-Sorting of Chiral Ligands》. The information in the text is summarized as follows:

A 1,1′-binaphthyl-based bis(pyridine) ligand (1) was prepared in racemic and enantiomerically pure form to study the formation of [Pd2(1)4] complexes upon coordination to palladium(II) ions with regard to the degree of chiral self-sorting. The self-assembly process proceeds in a highly selective narcissistic self-recognition manner to give only homochiral supramol. M2L4 cages, which were characterized by ESI-MS, NMR, and electronic CD (ECD) spectroscopy, as well as by single-crystal XRD anal. The prepared complex is [Pd2(1)4](BF4)4 (2). The experimental process involved the reaction 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. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine.HPLC of Formula: 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

Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn September 30, 2001 ,《Chiral conjugated oligomer based on 1,1′-binol with 3,3′-acetylene-phenylene-acetylene spacer》 was published in Chinese Journal of Polymer Science. The article was written by Liu, Tian-Jun; Zhang, Ke-Shen; Chen, Yong-Jun; Wang, Dong; Li, Chao-Jun. The article contains the following contents:

The 1,1′-binaphthol based oligomers 3 and 7 with 3,3′-acetylene-phenylene-acetylene spacer were prepared from BINOL 1. The high optical rotation value and CD spectra demonstrated the main chain chirality of the oligomer mol. The UV-VIS and fluorescent spectra evidence the characteristics of conjugated structure. In comparison with oligomer 2 bearing 3,3′-acetylene spacer, the oligomers 3 and 7 have longer efficient conjugation segment, and their fluorescent quantum yields (φ) increased (0.60-0.65 vs. 0.14). Extending the effective conjugation segment would improve the photophys. properties of chiral conjugated polymers. The results came from multiple reactions, including the reaction of (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. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.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

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