Tag: 600-700

《Design and synthesis of a chiral halogen-bond donor with a Sp3-hybridized carbon-iodine moiety in a chiral fluorobissulfonyl scaffold》 was written by Uno, Hiroto; Matsuzaki, Kohei; Shiro, Motoo; Shibata, Norio. SDS of cas: 189518-78-3 And the article was included in Molecules in 2020. The article conveys some information:

The first example of a chiral halogen-bond donor with a sp3-hybridized carbon-iodine moiety in a fluorobissulfonyl scaffold was described. The binaphthyl backbone was designed as a chiral source and the chiral halogen-bond donor I, was synthesized from (R)-1,1′-binaphthol in 11 steps. An NMR titration experiment demonstrated that I worked as a halogen-bond donor. The Mukaiyama aldol reaction and quinoline reduction were examined using I as a catalyst to evaluate the asym. induction. 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: 189518-78-3SDS of cas: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. SDS of cas: 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

《Synthesis of tetra(BINOL) substituted spirobifluorenes》 was published in Synthesis in 2002. These research results belong to Lutzen, Arne; Thiemann, Frank; Meyer, Sven. Name: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The article mentions the following:

A series of tetra(BINOL) substituted spiro-bifluorenes was prepared via four-fold Sonogashira cross-coupling reaction from 2,2′,7,7′-tetraiodospirobifluorene and 2,2′-bis(methoxymethoxy)-3-ethynyl-1,1′-binaphthyl or 2,2′-bis(methoxymethoxy)-3-ethynyl-3′-[(trimethylsilyl)ethynyl]-1,1′-binaphthyl. The conventional Sonogashira catalyst system did not provide good yields; a catalyst system of tris(dibenzylideneacetone) dipalladium(0) [Pd2(dba)3].CHCl3, CuI, trimesitylphosphine [PMes3], and tetrabutylammonium iodide [n-Bu4NI] was used with excellent results. Whereas the deprotection of the readily available methoxymethyl ether protected precursors proved to be difficult in the case of the sterically shielded spirobifluorenes, the not-further substituted tetra(BINOL) could be obtained in good yield after acidic hydrolysis. This chiral spirobifluorene closely reassembles the structure of copper(I) or silver(I) complexes of a bis(BINOL) substituted 2,2-bipyridine and can also form two clefts with the BINOL groups oriented in a fashion potentially useful for the co-operative mol. recognition of chiral substrates. In the experimental materials used by the author, we found (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Name: (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.Name: (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene

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

Quality Control of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthaleneOn September 17, 2021 ,《Catalytic Asymmetric (3 + 3) Cycloaddition of Oxyallyl Zwitterions with α-Diazomethylphosphonates》 was published in Organic Letters. The article was written by Liu, Yan; Peng, Xian; She, Rui; Zhou, Xin; Peng, Yungui. The article contains the following contents:

The unique structure of oxyallyls represents a significant challenge for their catalytic asym. applications. Herein, an unprecedented chiral imidodiphosphoric acid-catalytic enantioselective (3 + 3) cycloaddition between oxyallyl zwitterions generated in situ from α-haloketones and α-diazomethylphosphonates was developed. Pharmaceutically interesting chiral pyridazine-4(1H)-ones were obtained in up to 98% yields with excellent stereoselectivities (up to 99% ee, > 99:1 dr). 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. 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

SDS of cas: 189518-78-3On May 21, 2021 ,《Bis(μ-oxo)-Dititanium(IV)-Chiral Binaphthyldisulfonate Complexes for Highly Enantioselective Intramolecular Hydroalkoxylation of Nonactivated Alkenes》 appeared in ACS Catalysis. The author of the article were Xie, Wen-Bin; Li, Zhi. The article conveys some information:

A series of chiral 1,1′-binaphthyl-2,2′-disulfonic acids was designed, synthesized, and applied in a highly enantioselective Ti-catalyzed intramol. hydroalkoxylation of nonactivated alkenes. The catalyst is probably a complex between two chiral binaphthyldisulfonate ligands and a bis(μ-oxo)-dititanium(IV) core structure. The sulfonamide groups of the ligands and water are necessary for the catalysis, as they may stabilize the catalytically active complex through hydrogen bonding. Various 2-methylcoumarans were obtained in up to greater than 99% yields and up to 97% enantiomeric excess under mild conditions.(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. 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.SDS of cas: 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

Recommanded Product: 189518-78-3On March 31, 2020, Kohlhaas, Martha; Lutz, Fabian; Paransothy, Nirtharsan; Octa-Smolin, Frescilia; Woelper, Christoph; Niemeyer, Jochen published an article in Synthesis. The article was 《Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C1 -Symmetric Precursors》. The article mentions the following:

Strategies for the linking of BINOL units via the 3-, 4-, or 5-positions, showing that unique synthetic strategies are necessary to address each position were described. The synthesis of suitable C1-sym. precursors, which were generated either by monohalogenation or by monodeprotection of C2-sym. starting materials and their subsequent coupling to give linked bis-BINOL derivatives was reported. 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: 189518-78-3Recommanded 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 189518-78-3

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

Synthetic Route of C24H20I2O4On March 1, 2019, Handa, Sachin; Jin, Bo; Bora, Pranjal P.; Wang, Ye; Zhang, Xiaohua; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H. published an article in ACS Catalysis. The article was 《Sonogashira Couplings Catalyzed by Fe Nanoparticles Containing ppm Levels of Reusable Pd, under Mild Aqueous Micellar Conditions》. The article mentions the following:

Nanoparticles derived from FeCl3 containing the ligand XPhos and only 500 ppm Pd effect Sonogashira couplings in water between rt and 45°. The entire aqueous reaction medium can be easily recycled using an “”in-flask”” extraction Several tandem processes in one pot are illustrated, including a sequence involving five steps (10 reactions) in good overall yield. 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: 189518-78-3Synthetic Route 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. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Synthetic Route of C24H20I2O4

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

Ishihara, Kazuaki; Kobayashi, Jun; Nakano, Kazuhiko; Ishibashi, Hideaki; Yamamoto, Hisashi published an article on February 28 ,2003. The article was titled 《New bulky chiral Lewis acid catalyst: 3,3′-di(2-mesitylethynyl)binaphthol-titanium(IV) complex》, and you may find the article in Chirality.HPLC of Formula: 189518-78-3 The information in the text is summarized as follows:

A new chiral Lewis acid catalyst 9 was prepared in situ from a 1:2 M mixture of (R)-3,3′-di(2-mesitylethynyl)binaphthol (6) and titanium(IV) isopropoxide at ambient temperature The 3- and 3′-substituents on 6 were effective for preventing undesired aggregation between Ti(IV) complexes and increasing the enantioselectivity (up to 82% ee) in the Diels-Alder reaction of methacrolein with cyclopentadiene.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3HPLC of Formula: 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. 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

See, Jie Yang; Yang, Hui; Zhao, Yu; Wong, Ming Wah; Ke, Zhihai; Yeung, Ying-Yeung published an article on February 2 ,2018. The article was titled 《Desymmetrizing Enantio- and Diastereoselective Selenoetherification through Supramolecular Catalysis》, and you may find the article in ACS Catalysis.Computed Properties of C24H20I2O4 The information in the text is summarized as follows:

Selenofunctionalization is used for the introduction of aryl- or alkylseleno moieties, which can then be transformed into other functional groups (such as alkenes and carbonyls). However, asym. selenofunctionalization of unactivated olefins is often difficult to realize as aryl- and alkylseleno cations rapidly interchange between olefinic partners. Recently, it has been demonstrated that Lewis bases, assisted by Bronsted acids, induce high levels of enantioselectivity in selenocyclization reactions. The Bronsted acid serves as an activator for the reaction. In this work, we demonstrate an asym. selenoetherification and desymmetrization of olefinic 1,3-diols, driven by a unique chiral pairing between a C2-sym. cyclic selenide catalyst and a chiral Bronsted acid. The resulting substituted tetrahydrofurans I (R = Ph, 3-ClC6H4, 4-ClC6H4, 3-MeC6H4, etc.) contain a phenylselenoether handle, and can be transformed into synthetically useful building blocks. A series of exptl. and computational investigations suggest that the reaction proceeds via a supramol. catalytic pathway.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Computed Properties of C24H20I2O4) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides.Computed Properties of 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

Application of 189518-78-3On May 20, 2021 ,《Synthesis of Tetracyclic Indolines through Palladium-Catalyzed Asymmetric Dearomative reaction of Aryl Iodides》 appeared in ChemistrySelect. The author of the article were Li, Yuanfeng; Yue-Su, M. Sc.; Zhang, Hong-Yu; Zhang, Yuecheng; Dong-Han, M. Sc.; Han, Ya-Ping; Zhao, Jiquan; Liang, Yong-Min. The article conveys some information:

A palladium-catalyzed asym. intramol. Heck reaction of aryl iodides with alkynyl carboxylic acids has been developed, delivering various indoline frameworks in moderate to excellent yields (up to 95%) with excellent enantioselectivities (up to 96% ee) and diastereoselectivities (>20 : 1) using BINOL-based phosphoramidite as chiral ligand. This cascade annulation protocol, which tolerates a broad variety of functional groups and is conducted under an argon atm., provides efficient and atom-economical access to structurally diverse 2,3-disubstituted indolines bearing vicinal tertiary and quaternary stereocenters. Addnl., the synthetic products could be converted to useful unique indoline derivatives without loss of enantiomeric excess. 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 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.Application of 189518-78-3

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

The author of 《(R)-3,3′-Bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate》 were Hu, Wenhao; Zhou, Jing; Xu, Xinfang; Liu, Weijun; Gong, Liuzhu. And the article was published in Organic Syntheses in 2011. Application In Synthesis of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene The author mentioned the following in the article:

Enantiomerically pure (R)-3,3′-bis(9-phenanthryl)-1,1′-binaphthalene-2,2′-diyl hydrogen phosphate (I) is prepared in four steps from (R)-(+)-2,2′-bis(methoxymethoxy)-1,1′-binaphthyl (II). Thus, regioselective ortho-iodination of II with I2 and BuLi in THF gives 40% of the corresponding diiodo compound, which then undergoes Suzuki coupling with 9-phenanthreneboronic acid in 91% yield. Next, the OMOM ethers are cleaved with HCl to give 99% of the corresponding diol, followed by treatment with POCl3 to give 91% I. The preparative information is followed by a short review of the use of I and related enantiomerically pure binaphthalene hydrogen phosphates as chiral Bronsted acids for multicomponent reactions. 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. 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