54761-04-5 | Ytterbium(iii) trifluoromethanesulfonate

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Description

• Catalog Number: AG21186
• Chemical Name: Ytterbium(iii) trifluoromethanesulfonate
• CAS Number: 54761-04-5
• Molecular Formula: C3F9O9S3Yb
• Molecular Weight: 620.2613
• MDL Number: MFCD06200261
• SMILES: FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.FC(S(=O)(=O)[O-])(F)F.[Yb+3]

Computed Properties

• Complexity: 145
• Covalently-Bonded Unit Count: 4
• Heavy Atom Count: 25
• Hydrogen Bond Acceptor Count: 18

Upstream Synthesis Route

Ytterbium(III) trifluoromethanesulfonate, a powerful catalyst in organic synthesis, facilitates a diverse range of chemical reactions by activating various substrates. This complex plays a crucial role in promoting carbon-carbon and carbon-heteroatom bond formations, as well as in asymmetric synthesis, offering high yields and selectivity. Its unique coordination environment and strong Lewis acidity make it a versatile tool in the development of complex organic molecules and pharmaceutical intermediates. Additionally, Ytterbium(III) trifluoromethanesulfonate's compatibility with various functional groups and its ability to operate under mild reaction conditions further underscore its significance in modern synthetic chemistry.

Literature

• Efficient synthesis of isochromanones and isoquinolines via Yb(OTf)3-catalyzed tandem oxirane/aziridine ring opening/Friedel-Crafts cyclization.

  Chemical communications (Cambridge, England) 20120307

• Acid-responsive microcapsules: the loading-unloading processes.

  Chemical communications (Cambridge, England) 20111121

• Layer-by-layer assembly and electrochemical study of a 4-aminothiophenol and ytterbium(III) trifluoromethanesulfonate hydrate film on a gold electrode.

  The Analyst 20111007

• Yb(OTf)3 catalyzed new cascade reaction: a facile assembly of fused quinazolinones.

  Chemical communications (Cambridge, England) 20111007

• Formal [4 + 2] cycloaddition of alkoxy-substituted donor-acceptor cyclobutanes and aldehydes catalyzed by Yb(OTf)3.

  Organic letters 20101105

• Ytterbium triflate catalyzed synthesis of alkoxy-substituted donor-acceptor cyclobutanes and their formal [4 + 2] cycloaddition with imines: stereoselective synthesis of piperidines.

  Organic letters 20101105

• Self-assembled organic-inorganic hybrid silica with ionic liquid framework: a novel support for the catalytic enantioselective Strecker reaction of imines using Yb(OTf)(3)-pybox catalyst.

  Chemical communications (Cambridge, England) 20101007

• Synthesis of procyanidin B3 and its anti-inflammatory activity. the effect of 4-alkoxy group of catechin electrophile in the Yb(OTf)(3)-catalyzed condensation with catechin nucleophile.

  The Journal of organic chemistry 20100716

• Selective approach toward multifunctionalized lactams by lewis acid promoted PhSe group transfer radical cyclization.

  The Journal of organic chemistry 20100521

• Yb(OTf)3-catalyzed construction of indole derivatives through formal [3+3] cycloaddition of 1,1-vinylidenecyclopropanediesters with nitrones.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20100125

• Catalytic asymmetric Strecker hydrocyanation of imines using Yb(OTf)3-pybox catalysts.

  Chemical communications (Cambridge, England) 20090914

• Ytterbium(III) triflate-catalyzed amination of 1-cyclopropylprop-2-yn-1-ols as an expedient route to conjugated enynes.

  The Journal of organic chemistry 20090220

• Efficient chemical synthesis of a dodecasaccharidyl lipomannan component of mycobacterial lipoarabinomannan.

  The Journal of organic chemistry 20081219

• A study on the synthesis of calix[4 and 6]arenes using alternately arranged phloroglucinols and p-tert-butylphenols.

  Chemical & pharmaceutical bulletin 20080801

• Synthesis of 1,2,4-triazole C-nucleosides from hydrazonyl chlorides and nitriles.

  Nucleosides, nucleotides & nucleic acids 20070101