A study on the synthesis of calix[4 and 6]arenes using alternately arranged phloroglucinols and p-tert-butylphenols.
A method for the synthesis of calix[4 and 6]arenes with two or three alternately arranged phloroglucinols and p-tert-butylphenols was studied using "3+1" and "5+1" approaches, compared to a simple one-pot synthesis based on a "1+1" approach. By using Yb(OTf)3 as a catalyst, each calix[4 and 6]arenes was afforded, in an overall yield of 20.7% and 11.8% in the "3+1" and "5+1" approaches, respectively, and 24.6% and 19.9% using a "1+1" approach with chlorobenzene and toluene as refluxing solvents, respectively.
Sato
Shingo
S
Graduate School of Science and Engineering, Yamagata University, Yamagata, Japan. Shingo-s@yz.yamagata-u.ac.jp
Yashiro
Akihito
A
Tsushima
Naoki
N
Hosaka
Kenta
K
D047250:Calixarenes / Q000138:chemical synthesis*; D002722:Chlorobenzenes / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D010696:Phloroglucinol / Q000737:chemistry*; D014050:Toluene / Q000737:chemistry
D002722:Chlorobenzenes; D008698:Mesylates; D009942:Organometallic Compounds; D010636:Phenols; D047250:Calixarenes; D014050:Toluene; C518808:ytterbium(III) triflate; D010696:Phloroglucinol; C031294:chlorobenzene; C006862:butylphen