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675334 Sigma-Aldrich

(S)-VAPOL

97%

Synonym: (S)-2,2′-Diphenyl-(4-biphenanthrol)

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Properties

Related Categories Asymmetric Synthesis, BINOLs, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes More...
assay   97%
optical activity   [α]20/D 128°, c = 1 in chloroform
mp   185-191 °C
SMILES string   Oc1c(c(cc2ccc3ccccc3c12)-c4ccccc4)-c5c(O)c6c(ccc7ccccc67)cc5-c8ccccc8
InChI   1S/C40H26O2/c41-39-35-29(21-19-27-15-7-9-17-31(27)35)23-33(25-11-3-1-4-12-25)37(39)38-34(26-13-5-2-6-14-26)24-30-22-20-28-16-8-10-18-32(28)36(30)40(38)42/h1-24,41-42H
InChI key   UFYXKDMLGBKHIC-UHFFFAOYSA-N

Description

Packaging

100 mg in clear glass bottle

500 mg in amber glass bottle

Application

VAPOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

Vaulted Biaryl Ligands and BINOL Derivatives

BINOL and its derivatives are some of the mostly widely used classes of ligands in asymmetric synthesis, and are utilized in a broad array of reaction classes including: Diels-Alder, ene, carbonyl ad...
Aldrich ChemFiles 2006, 6.10, 5.
Keywords: Addition reactions, Alkylations, Amidations, Aminations, Asymmetric synthesis, Building blocks, Catalysis, Chemfiles, Cycloadditions, Ligands, Methods, Organic synthesis, Protocols, Reductions, Reductive aminations, Substitutions

Wulff Group – Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Wulff Group – Professor Product Portal
Keywords: Annulations, Asymmetric catalysis, Asymmetric synthesis, Aziridinations, Benzannulations, Catalysis, Ligands, Organic synthesis, Research areas

Peer-Reviewed Papers
15

References

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