Preparation of Calix[4]arene Alkylamine Derivatives by Mannich Reaction and Use as Phase-Transfer Catalysts for Esterification Reaction
Yükleniyor...
Dosyalar
Tarih
2012
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
TAYLOR & FRANCIS INC
Erişim Hakkı
info:eu-repo/semantics/openAccess
Özet
In this study, 5,11,17,23-tetrakis[(N-ethylpiperazine)methyl]-25,26,27,28-tetrahydroxycalix[4]arene (3) and 5,11,17,23-tetrakis[(4-carboethoxy-N-piperidino) methyl]-25,26,27,28-tetrahydroxycalix[4]arene (4) were synthesized in one step according to the Mannich reaction by the treatment of calix[4]arene with a secondary amine (N-ethylpiperazine, ethyl-4-piperidincarboxylate) and formaldehyde. The calix[4]arene derivatives (3, 4) were characterized by a combination of FTIR, H-1 NMR and elemental analyses. The synthesized compounds were used in an esterification reaction as the phase transfer catalyst. The catalytic efficiency of the calix[4]arenes 3 and 4 was evaluated by carrying out the ester-forming reaction of alkali metal carboxylates (sodium butyrate or sodium caprylate) with p-nitrobenzyl bromide. It was observed that the ester-forming reaction of alkali metal carboxylates with p-nitrobenzyl bromide, using calix[4]arene-based catalyst 3 as a phase-transfer catalyst in dichloromethan, provided the best yields.
Açıklama
Anahtar Kelimeler
Calix[4]arene, mannich, phase transfer, catalysis, esterification
Kaynak
Journal of Macromolecular Science Part A-Pure and Applied Chemistry
WoS Q Değeri
Q3
Scopus Q Değeri
Q2
Cilt
49
Sayı
11
Künye
Akceylan, E., Yılmaz, M., (2012). Preparation of Calix[4]arene Alkylamine Derivatives by Mannich Reaction and Use as Phase-Transfer Catalysts for Esterification Reaction. Journal of Macromolecular Science Part A-Pure and Applied Chemistry, 49(11), 911-917. DOI: 10.1080/10601325.2012.722501
