Synthesis of new bis-diphenyl-22-and diphenyl-11-membered ring N-pivot lariat crown ethers
Bis-diphenyl 22 and 11-Membered Ring N-pivot lariat Crown Ethers[1,2] were prepared by one step reaction of 2,2′-dihydroxy-diphenyl with N-tosyl-diethanolamine ditoskylate in DMF at refluxing temperature under N2, Using anhydrous potassium carbonate as condensing agent, respectirely. The tosyl group of (1,2) were removed by treatment with 40% HBr in AcoH in the presence gf a large amount of phenol to give correspondence crown ether compounds (3,4). New N-pirot lariat crown thers (5,6) were prepared by one step reaction of (3) with RBr (R=−CH2CH=CH2, −CH2(CH2)14CH3) in CH3CN at, refluxing temperature under N2, Using anhydrous K2CO3 as condensing, agent. New N-pivot lariat croon ether(7) were prepared by one step reaction (4) withn-bromohexadecane in CH3CN at refluxing temperature under N2, Using anhydrous potassium carbonate as condensing agent. New compounds (1,3,5,6,7) were characterized by IR,1H NMR, Ms and elemental analysis.
Key words2,2′-dihydroxydiphenyl Diphenyl-N-pivot lariat crown ether Synthesis
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- 6.Pietraszkiewicz M, Jurczak J. Synthesis of novel chiral macrocyclic lagands bearing methyl 4,6-O-benzylidene-α-d-mannopyranoside.J Chem Soc Chem Commum, 1983, 132–133Google Scholar
- 8.Liu G, Niu C R, Wu C T. Studies on synthesis of New biphenyl 11, 14 and 17-membered ring N-pivot lariat crown ethers.Youji Huaxue, 1996,16: 23–28 (in Chinese)Google Scholar