Synthesis, characterization, and microwave-assisted catalytic activity in Heck, Suzuki, Sonogashira, and Buchwald{Hartwig cross-coupling reactions of novel benzimidazole salts bearing N-phthalimidoethyl and benzyl moieties

Küçük Resim Yok

Tarih

2015

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Turkish Journal of Chemistry

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

Abstract: Five novel benzimidazole salts ( 1 { 5 ) having N-phthalimidoethyl and 4-substituted benzyl were synthesized and identi ed by 1 H NMR, 13 C NMR, and IR spectroscopic methods and microanalysis. A mixture of the benzimidazole salts ( 1 { 5 ), Pd(OAc) 2 , and K 2 CO 3 in DMF-H 2 O catalyzed, in high yield, the Suzuki{Miyaura and the Heck{Mizoroki cross-coupling reactions assisted by microwave irradiation in 5 min. The novel benzimidazole salts ( 1 { 5 ), Pd(OAc) 2 , Cs 2 CO 3 , PEG, and Cu nanoparticles catalyzed, in high yield, the Sonogashira coupling reaction promoted by microwave irradiation in 10 min. The same benzimidazole salts ( 1 { 5 ), Pd(OAc) 2 , Cs 2 CO 3 , and TBAB catalyzed, in moderate or low yield, the Buchwald{Hartwig reaction assisted by microwave irradiation in 60 min. The efficiency of the catalyst system in these four reactions was discussed as well as the electron-releasing and withdrawing substituent effects on the benzimidazole ligands.

Açıklama

Anahtar Kelimeler

Kaynak

Turkish Journal of Chemistry

WoS Q Değeri

Scopus Q Değeri

Cilt

39

Sayı

6

Künye

KÜÇÜKBAY H,YILMAZ Ü,YAVUZ K,BUĞDAY N (2015). Synthesis, characterization, and microwave-assisted catalytic activity in Heck, Suzuki, Sonogashira, and Buchwald{Hartwig cross-coupling reactions of novel benzimidazole salts bearing N-phthalimidoethyl and benzyl moieties. Turkish Journal of Chemistry, 39(6), 1265 - 1278.