Articles with "planar chiral" as a keyword



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Stereochemical study on planar-chiral cyclic molecules using polysaccharide-based column chromatography.

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Published in 2022 at "Chirality"

DOI: 10.1002/chir.23429

Abstract: The presence of planar chirality of a variety of medium-sized heterocycles, along with nine-membered cyclic ketone and its enol ester, was revealed by observation of isolable enantiomers by analytical high-performance liquid chromatography (HPLC) using a… read more here.

Keywords: study planar; chromatography; stereochemical study; planar chiral ... See more keywords
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Enantioselective Synthesis of Ferrocene‐ or Cymantrene‐Fused Planar‐Chiral Phospholes

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Published in 2017 at "European Journal of Inorganic Chemistry"

DOI: 10.1002/ejic.201600875

Abstract: Planar-chiral ferrocene-fused phosphole (S)-1a was prepared in an enantiomerically pure form by enantioselective transformation. The synthesis was started with Kagan's chiral ferrocenyl acetal (–)-2a, and bromo and (Z)-2-bromovinyl substituents were introduced at the 1- and… read more here.

Keywords: cymantrene fused; planar chiral; ferrocene; enantioselective synthesis ... See more keywords
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(Planar‐Chiral) Ferrocenylmethanols: From Anionic Homo Phospho‐Fries Rearrangements to α‐Ferrocenyl Carbenium Ions

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Published in 2017 at "European Journal of Inorganic Chemistry"

DOI: 10.1002/ejic.201700645

Abstract: The reaction of FcCH2OH with chlorophosphates gave ferrocenyl phosphates FcCH2OP(O)(OR)2 (Fc = Fe(η5-C5H5)(η4-C5H4)), which readily separate into phosphate anions and ferrocenyl carbo-cations. The latter species undergoes consecutive reactions, e. g. electrophilic aromatic substitutions. When nitriles,… read more here.

Keywords: phospho fries; anionic homo; homo phospho; fries rearrangements ... See more keywords
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Preparative resolution of stable enantio-enriched POCOP-based planar chiral pincer complexes

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Published in 2017 at "Journal of Organometallic Chemistry"

DOI: 10.1016/j.jorganchem.2017.04.007

Abstract: Abstract The η6-coordination of the [CpRu]+ fragment to the aromatic ring of non-symmetric POCOP pincer derivatives of palladium and platinum based on a naphthoresorcinate backbone afforded in one step racemic rac-2a and rac-2b complexes (a = Pd,… read more here.

Keywords: pincer; preparative resolution; resolution stable; absolute configuration ... See more keywords
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Planar-Chiral 1,1'-Diboryl Metallocenes: Diastereoselective Synthesis from Boryl Cyclopentadienides and Spin Density Analysis of a Diborylcobaltocene.

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Published in 2017 at "Inorganic chemistry"

DOI: 10.1021/acs.inorgchem.6b02510

Abstract: The reaction of nonsubstituted alkali metal cyclopentadienides with haloboranes leads to ∼90:10 mixtures of isomeric diene products that can be deprotonated to give simple boryl cyclopentadienides. We extended this transformation to the sterically hindered lithium… read more here.

Keywords: boryl cyclopentadienides; spin density; planar chiral; diboryl ... See more keywords
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Diastereoselective Synthesis of Planar Chiral Phosphoramidites with a Ferrocenophane Scaffold

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Published in 2017 at "Organometallics"

DOI: 10.1021/acs.organomet.7b00700

Abstract: A new family of planar chiral phosphoramidites with a [3]ferrocenophane structure was synthesized. The synthetic strategy involved diastereoselective formation of the chiral ferrocene units from suitable substituted bis-cyclopentadienyl derivatives. Preliminary coordination studies of these ligands… read more here.

Keywords: phosphoramidites ferrocenophane; diastereoselective synthesis; chiral phosphoramidites; synthesis planar ... See more keywords
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Molybdenum-Catalyzed Enantioselective Synthesis of Planar-Chiral (η5-Phosphacyclopentadienyl)manganese(I) Complexes and Application in Asymmetric Catalysis

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Published in 2017 at "Organometallics"

DOI: 10.1021/acs.organomet.7b00704

Abstract: Enantioselective desymmetrization of Cs-symmetric (η5-2,5-dialkenylphospholyl)(allyldiphenylphosphine)manganese(I) dicarbonyl complexes 1 was realized by molybdenum-catalyzed asymmetric ring-closing metathesis (ARCM), and the corresponding bridged planar-chiral phosphacymantrene derivatives 2 were obtained in good yields with excellent enantioselectivity. The enantioselectivity of… read more here.

Keywords: enantioselectivity; molybdenum catalyzed; catalyzed enantioselective; planar chiral ... See more keywords
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Enantioselective Synthesis of Both Axially and Planar Chiral Ferrocenes via Axial-to-Planar Diastereoinduction.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c02707

Abstract: Ferrocenes with planar chirality have emerged as an important class of scaffolds for ligands in asymmetric catalysis; however, ferrocene molecules with polychiral structures have not been well explored. Herein, both axially and planar chiral ferrocenes… read more here.

Keywords: planar diastereoinduction; planar; axial planar; axially planar ... See more keywords
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Diastereo- and Enantioselective Metathesis Dimerization/Kinetic Resolution of Racemic Planar-Chiral Vinylferrocenes.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c02888

Abstract: Diastereo- and enantioselective kinetic resolution of racemic planar-chiral 1-R-2-vinylferrocenes (rac-1) was attained by the molybdenum-catalyzed asymmetric metathesis dimerization (AMD). Two sequential AMD reactions of rac-1a (R = Br) provided (E)-(S,S)-1,2-di(2-bromoferrocenyl)ethylene in >99% ee, which was… read more here.

Keywords: racemic planar; diastereo enantioselective; resolution racemic; planar ... See more keywords

Synthesis of Mechanically Planar Chiral rac-[2]Rotaxanes by Partitioning of an Achiral [2]Rotaxane: Stereoinversion Induced by Shuttling.

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Published in 2017 at "Organic letters"

DOI: 10.1021/acs.orglett.7b02043

Abstract: Mechanically planar chiral [2]rotaxanes were synthesized by the introduction of bulky pyrrole moieties into the axle component of an achiral [2]rotaxane. The enantiomers were separated by chiral HPLC. The shuttling of the ring component between… read more here.

Keywords: synthesis mechanically; achiral rotaxane; stereoinversion; mechanically planar ... See more keywords
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Intramolecular Direct C-H Arylation via a Metallocenic Radical Pathway: Stereospecific Approach to Planar-Chiral Ferrocenes.

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Published in 2017 at "Organic letters"

DOI: 10.1021/acs.orglett.7b02995

Abstract: Transition metal-free synthesis of planar-chiral 1,2-fused ferrocenes via intramolecular direct C-H bond arylation was achieved. The C-H arylation reactions promoted by a catalytic amount of 1,10-phenanthroline highlighted a unique planar-chiral metallocenic radical intermediate, generated from… read more here.

Keywords: direct arylation; arylation; intramolecular direct; metallocenic radical ... See more keywords