83024-42-4

Basic information

• Product Name: 2,3,11,12-tetraphenyl-18-crown-6
• Synonyms: 2,3,11,12-tetraphenyl-18-crown-6
• CAS NO: 83024-42-4
• Molecular Weight: 568.71
• Mol File: 83024-42-4.mol

Chemical Properties

• CAS DataBase Reference: 2,3,11,12-tetraphenyl-18-crown-6(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,11,12-tetraphenyl-18-crown-6(83024-42-4)
• EPA Substance Registry System: 2,3,11,12-tetraphenyl-18-crown-6(83024-42-4)

Safety Data

• Hazardous Substances Data: 83024-42-4(Hazardous Substances Data)

Upstream product

• 78502-13-3 2,3,11,12-Tetraphenyl-2,3,11,12-didehydro<18>krone-6 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 134-81-6 benzil 
• 98769-47-2 (+/-)-(1,2-diphenyl-1,2-ethanedioxy)-diacetic acid 
• 98769-48-3 meso-(1,2-diphenyl-1,2-ethanedioxy)-diacetic acid 
• 655-48-1 DL-1,2-diphenylethane-1,2-diol 
• 579-43-1 (1S,2R)-1,2-diphenylethane-1,2-diol 
• 80158-28-7 (1R*,2S*)-2,2'-(1,2-Diphenylethandiyldioxy)diethanol 
• 80158-27-6 (+/-)-2,2'-(1,2-diphenyl-1,2-ethanedioxy)-diethanol 

Relevant articles and documents

SYNTHESIS OF (-)-2S,3S,11S,12R-2,3,11,12-TETRAPHENYLCROWN-6

The synthesis of (-) 2S,3S,11S,12R-2,3,11,12-tetraphenyl-crown-6 from (-)-1S,2S-hydrobenzoin and meso-hydrobenzoin is described.Chemical shifts and vicinal coupling constants of the benzylic protons in the 2S,3S and 11S,12R substructures in the free ligands and in complexes with KSCN and 1-phenylethylammonium bromides and a brief discussion of the related conformational changes are also presented.A detailed procedure for the resolution of racemic hydrobenzoin is given.

Enantioselective Reductions of Aromatic Ketones with Ammonia-Borane Complexes of Chiral Tetraphenyl-18-crown-6 Derivatives

Enantioselective reductions of prochiral aromatic ketones with adducts formed between ammonia-borane and (2R,3R,11R,12R)- and (2S,3S,11S,12S)-tetraphenyl-1,4,7,10,13,16-hexaoxacyclo-octadecane, (RRRR)-(3) and (SSSS)-(3), have afforded the corresponding (S) and (R) aromatic secondary alcohols with enantiomeric excesses of 20-67percent.

UNSATURATED CROWN ETHERS: STILBENO-CROWN ETHERS

Stilbenocrown ethers 3a,c and 4a,b were synthesized in a cyclization reaction of benzoin with oligoethylene glycol ditosylates (2a-c) under a phase-transfer condition.Extractions of aqueous alkali picrates (Na+-Cs+) were examined with the distilbenocrown ethers 4a,b, the partially-hydrogenated tetraphenylcrown ethers 6a,b, and the fully-hydrogenated tetracyclohexylcrown ethers 7a,b.