86576-08-1

Upstream product

• 37860-51-8 tetraethylene glycol di(p-toluenesulfonate) 
• 80525-60-6 4-Benzyloxymethyl-3,6-dioxa-1,8-octanediol 
• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 99557-31-0 10-Benzyloxymethyl-3,6,9,12,15,18-hexaoxa-1,20-eicosandiol bis-tetrahydropyranyl ether 
• 96922-86-0 1,21-diphenyl-2,5,8,11,14,17,20-heptaoxahenicosane 
• 2615-15-8 pentaethylene glycol 
• 85539-28-2 2-(2'-(2''-Chloroethoxy)ethoxy)ethyl-2-tetrahydro-2H-pyran 
• 75506-89-7 1-Benzyloxy-3-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-propan-2-ol 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 

Downstream Products

• 96922-87-1 2-(2-nitrophenoxy)methyl-21-crown-7 
• 87708-34-7 hydroxymethyl-21-crown-7 toluene-p-sulphonate 
• 91472-29-6 3-<2-(21-crown-7-methoxy)phenyl>-4'-N,N-dimethylaminobenzene 
• 91472-28-5 2-<2-(3-aminophenyl)phenoxymethyl>-21-crown-7 
• 96922-89-3 2-(2-aminophenoxy)methyl-21-crown-7 

Relevant academic research and scientific papers

SYNTHESIS OF HYDROXYMETHYL-21-CROWN-7 AND HYDROXYMETHYL-24-CROWN-8

Reactions of 3,6-dioxa-4-(benzyloxymethyl)-1,8-octanediol with appropriate ditosylates followed by hydrogenolysis produce two new functionalized crown ethers.

A CONVENIENT SYNTHESIS OF CROWN AND AZACROWN ETHERS WITH PENDANT OXIRANE GROUP

Synthesis of 4,5-epoxy-2-oxa-1-pentylcrown (I) and N-(2,3-epoxy-1-propyl)azacrown ethers (II) from accessible materials is described.

SYNTHESES AND PROPERTIES OF ARENEDIAZONIUM AND ANILINIUM CATION LARIAT ETHER COMPLEXES: AN "OSTRICH MOLECULE" COMPLEX AND EVIDENCE FOR INTRAMOLECULAR SIDEARM - MACRORING INTERACTION

The preparation of several novel lariat ethers (macrocyclic crown polyethers having sidearms bearing pendant donor groups) is reported.These compounds are ethers derived from known 2-hydroxymethyl-15-crown-5 or -21-crown-7.The sidearms include 2-aminophenyl, 2,4-diaminophenyl, 2-nitrophenyl, 2-(3'-nitrobiphenyl), and 2-(3'-aminobiphenyl).In several cases, the amino groups were converted into ammonium salts which showed substantial stabilization by intramolecular hydrogen bonding.Likewise, an -NH2(1+)*BF3(1-) complex showed evidence of intramolecular hydrogen bonding.Diazotization of the aminobiphenyl residue produced an arenediazonium cation which underwent intramolecular crown complexation, as judged by infrared spectroscopic studies to form what we call an "ostrich molecule" complex.Addition of N,N-dimethylaniline to the intramolecular arenediazonium cation complex afforded an azo compound, but europium shift reagent studies showed clearly that the diazonium cation reacted outside the macroring.