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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about A rhodium-catalyzed Sonogashira-type coupling exploiting C-S functionalization: orthogonality with palladium-catalyzed variants, the main research direction is aryl alkyne preparation; terminal alkyne arylmethylsulfide Sonogashira coupling rhodium catalyst.Electric Literature of C14H8BF4Rh.

This report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C-S bond or C-X bond through catalyst choice. The Rh-bisphosphine catalyst has further been shown to be able to effect a hydroacylation-Sonogashira tandem sequence, and in combination with further onward reactions has been used in the synthesis of heterocycles and polycyclic systems.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Duan, Chang-Lin; Tan, Yun-Xuan; Zhang, Jun-Li; Yang, Shiping; Dong, Han-Qing; Tian, Ping; Lin, Guo-Qiang published an article about the compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8,SMILESS:[F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10 ).Quality Control of Bis(norbornadiene)rhodium (I) tetrafluoroborate. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:36620-11-8) through the article.

The first highly enantioselective rhodium-catalyzed cross-addition of silylacetylenes to cyclohexadienone-tethered internal alkynes has been achieved via a tandem process: regioselective alkynylation of the internal alkynes and subsequent intramol. conjugate addition to the cyclohexadienones, affording the cis-hydrobenzofuran frameworks with good yields (up to 88% yield) and excellent enantioselectivities (90%-96% ee). This mild reaction showed perfect atom economy and broad functional group tolerance. Furthermore, a gram-scale experiment and diverse further conversions of the cyclization products were also presented.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Functionalized pyrroles from vinylaziridines and alkynes via rhodium-catalyzed domino ring-opening cyclization followed by C=C bond migration, published in 2019-03-01, which mentions a compound: 36620-11-8, mainly applied to pyrrolepropanoate pyrrolepropanone preparation; rhodium catalyst cycloaddition aryl alkyne aziridinylpropenoate isomerization DABCO, Formula: C14H8BF4Rh.

In the presence of Rh(nbd)2BF4 (nbd = norbornadiene), an aziridinylpropenoate I underwent cycloaddition reactions with aryl alkynes such as RCCH (R = Ph, 4-MeC6H4, 4-MeOC6H4, 4-ClC6H4, 4-F3CC6H4, 4-MeCOC6H4, 4-EtO2CC6H4, 2,4,6-Me3C6H2, 1-naphthyl) followed by isomerization of the intermediates with DABCO to yield arylpyrrolepropanoates such as II (R = Ph, 4-MeC6H4, 4-MeOC6H4, 4-ClC6H4, 4-F3CC6H4, 4-MeCOC6H4, 4-EtO2CC6H4, 2,4,6-Me3C6H2, 1-naphthyl). An aziridinylpropenone underwent analogous cycloaddition and isomerization reactions with phenylacetylene to yield a phenylpyrrolylpropanone.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Kinetic Resolution of Racemic 3,4-Disubstituted 1,4,5,6-Tetrahydropyridine and 3,4-Disubstituted 1,4- Dihydropyridines via Rh-Catalyzed Asymmetric Hydrogenation, published in 2020-02-21, which mentions a compound: 36620-11-8, mainly applied to piperidine tetrahydropyridine preparation; tetrahydropyridine dihydropyridine asym hydrogenation rhodium catalyst, COA of Formula: C14H8BF4Rh.

Kinetic resolution of racemic 3,4-disubstituted 1,4,5,6-tetrahydropyridines and 3,4-disubstituted 1,4-dihydropyridines was developed by Rh-catalyzed asym. hydrogenation, affording chiral 3,4-disubstituted piperidines and chiral 3,4-disubstituted 1,4,5,6-tetrahydropyridines with high selectivity factors (s = up to 1057). Remarkably, all four stereoisomers of 3,4-disubstituted piperidine can be easily prepared using this method. Furthermore, the synthetic utility of this methodol. was demonstrated by efficient synthesis of antidepressant drug (-)-paroxetine.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Wang, Jiang; Lin, Xin; Shao, Pan-Lin; Song, Jingyuan; Wen, Jialin; Zhang, Xumu published the article 《Double Asymmetric Hydrogenation of α-Iminoketones: Facile Synthesis of Enantiopure Vicinal Amino Alcohols》. Keywords: vicinal amino alc preparation enantioselective; iminoketone hydrogenation rhodium catalyst.They researched the compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate( cas:36620-11-8 ).Application of 36620-11-8. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:36620-11-8) here.

This study presents an Rh/DuanPhos-catalyzed double asym. hydrogenation of α-iminoketones R1C(O)C(=NPMP)R2 (R1 = Ph, 1-naphthyl, 2-thienyl, etc.; R2 = Ph, 2-naphthyl, 2-thienyl, etc.) for accessing chiral vicinal amino alcs., (1R,2S)-R1C(OH)C(NHPMP)R2 which are privileged motifs in pharmaceuticals, agrochems., fine chems., chiral auxiliaries, organocatalysts, etc. Compared with existing methods, this methodol. has the following advantages, such as one-pot operation, high efficiency, operational simplicity, limited waste, broad reaction scope, and high yields (90 to 96%) and stereoselectivities (up to >99:1 dr; >99.9% ee). In addition, the mechanism of the transformation was revealed to be a stepwise reaction by isolating and analyzing reaction intermediates.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Practical and efficient preparation of the chiral 4-bromotryptophan derivative by Rh-catalyzed hydrogenation, published in 2020-02-13, which mentions a compound: 36620-11-8, mainly applied to bromotryptophan enantioselective preparation rhodium catalyzed asym hydrogenation bromoindole, Formula: C14H8BF4Rh.

An efficient three-step sequence has been developed for the preparation of a chiral 4-bromotryptophan derivative starting from the com. available 4-bromoindole. Key to the synthesis was the generation of the chiral center via a Rh-catalyzed asym. hydrogenation of a dehydrotryptophan precursor with 95% yield and >99% ee. Notably, the whole synthetic route required no column chromatog. operations and was readily conducted on large scales.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 36620-11-8, is researched, SMILESS is [F-][B+3]([F-])([F-])[F-].C12=C3[Rh+]14567(C8=C5C9C6=C7C8C9)C%10=C4C2CC3%10, Molecular C14H8BF4RhJournal, Chinese Journal of Chemistry called A Computational Study of Asymmetric Hydrogenation of 2-Phenyl Acrylic Acids Catalyzed by a Rh(I) Catalyst with Ferrocenyl Chiral Bisphosphorus Ligand: The Role of Ion-Pair Interaction, Author is Fan, Xiangru; Zheng, Lini; Yang, Yuhong; Dong, Xiu-Qin; Zhang, Xumu; Chung, Lung Wa, the main research direction is phenyl acrylic acid rhodium catalyst asym hydrogenation mechanism.Application In Synthesis of Bis(norbornadiene)rhodium (I) tetrafluoroborate.

Asym. hydrogenation reaction is one of the most efficient synthetic methods to form useful chiral compounds for synthetic chem., medicinal chem. and material chem. Generally, the enantioselectivity of many hydrogenation reactions is controlled by steric hindrance between the chiral ligand and substrate. Recently, Zhang group developed a highly asym. hydrogenation of 2-aryl and 2-alkyl acrylic acids catalyzed by a Rh(I) catalyst with a chiral Wudaphos ligand. The excellent enantioselectivity of this asym. reaction was proposed to be controlled by ion-pair interaction between the substrate and chiral ligand. In this study, a systematic d. functional theory study has been carried out to investigate the reaction mechanism and origin of the enantioselectivity. Our computational results suggest that this reaction follows the classic mechanism involving oxidative addition of H2, migratory insertion and reductive elimination. Different from the C=C coordination to the metal in the common oxidative addition step, our study found that the chelation of the carboxyl group of the substrate to the cationic Rh(I) metal is more favorable in this oxidative addition step. The high enantioselectivity is proposed to be dictated by a better catalyst/substrate geometric complementarity in the major pathway to have less distortion of the catalyst for a strong ion-pair interaction.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Product Details of 36620-11-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Porous organic polymers as heterogeneous ligands for highly selective hydroacylation. Author is Jiang, Ya-Nan; Li, Ding-Chang; Yang, Ying; Zhan, Zhuang-Ping.

A porous organic polymer (POL-dppe) was synthesized and employed as a heterogeneous ligand for selective hydroacylation of alkynes. The polymer shows high linear selectivity and catalytic efficiency toward a broad range of alkynes and β-S substituted aldehydes. Owing to the confinement effect of the microporous structure, POL-dppe was far superior to the monomeric dppe ligand in controlling the selectivity of electron-deficient alkynes. The use of a porous organic polymer as a regioselective and efficient ligand in hydroacylation is reported for the first time.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Parahydrogen-Induced Polarization of 1-13C-Acetates and 1-13C-Pyruvates Using Sidearm Hydrogenation of Vinyl, Allyl, and Propargyl Esters, the main research direction is acetate pyruvate MRI contrast agent preparation sidearm parahydrogen hydrogenation.Computed Properties of C14H8BF4Rh.

13C-hyperpolarized carboxylates, such as pyruvate and acetate, are emerging mol. contrast agents for magnetic resonance imaging (MRI) visualization of various diseases, including cancer. Here, we present a systematic study of 1H and 13C parahydrogen-induced polarization of acetate and pyruvate esters with Et, Pr, and allyl alc. moieties. It was found that allyl pyruvate is the most efficiently hyperpolarized compound from those under study, yielding 21 and 5.4% polarization of 1H and 13C nuclei, resp., in CD3OD solutions Allyl pyruvate and Et acetate were also hyperpolarized in the aqueous phase using homogeneous hydrogenation with parahydrogen over a water-soluble rhodium catalyst. 13C polarization values of 0.82 and 2.1% were obtained for allyl pyruvate and Et acetate, resp. 13C-hyperpolarized methanolic and aqueous solutions of allyl pyruvate and Et acetate were employed for in vitro MRI visualization, demonstrating the prospects for translation of the presented approach to biomedical in vivo studies.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider

Name: Bis(norbornadiene)rhodium (I) tetrafluoroborate. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Bis(norbornadiene)rhodium (I) tetrafluoroborate, is researched, Molecular C14H8BF4Rh, CAS is 36620-11-8, about Facile access to chiral 4-substituted chromanes through Rh-catalyzed asymmetric hydrogenation. Author is Tao, Lin; Zhao, Qingyang; Zhang, Xumu; Dong, Xiu-Qin.

Rh/ZhaoPhos-catalyzed asym. hydrogenation of a series of (E)-2-(chroman-4-ylidene)acetates I (R = H, Cl, F, MeO; R1 = CO2Me, CO2Et, CO2iPr) was successfully developed to prepare various chiral 4-substituted chromanes II with high yields and excellent enantioselectivities (up to 99% yield, 98% ee). Moreover, the gram-scale hydrogenation could be performed well in the presence of 0.02 mol% catalyst loading (TON = 5000) and the hydrogenation product II (R = H, R1 = CO2Et) was easily converted to access other important compounds, II (R = H, R1 = CO2H, CH2OH) which demonstrated the synthetic utility of this asym. catalytic methodol.

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Reference:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider