A novel ditopic ring-expanded N-heterocyclic carbene ligand-assisted Suzuki-Miyaura coupling reaction in aqueous media
TETRAHEDRON LETTERS, cilt.58, sa.36, ss.3529-3532, 2017 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 58 Sayı: 36
- Basım Tarihi: 2017
- Doi Numarası: 10.1016/j.tetlet.2017.07.096
- Dergi Adı: TETRAHEDRON LETTERS
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.3529-3532
- Anahtar Kelimeler: Ditopic ring-expanded N-heterocyclic carbene, Suzuki-Miyaura coupling, C-C bond formation, Palladium, TRANSITION-METAL-COMPLEXES, ROOM-TEMPERATURE, ARYL CHLORIDES, PALLADIUM(II) COMPLEX, ARYLBORONIC ACIDS, WATER, CATALYSTS, NHC, HECK, ELECTROPHILES
- İnönü Üniversitesi Adresli: Evet
Özet
A series of seven-membered ditopic ring-expanded N-heterocyclic carbene (dre-NHC) precursors, bearing sterically demanding and electron-rich aryl groups, were synthesised in moderate yields via the reaction of 1,2,4,5-tetrakis(bromomethyl)benzene with the corresponding N,N'-diarylformamidines in the presence of K2CO3 in acetonitrile under an air atmosphere. All new compounds were characterised by HRMS, NMR spectroscopy, and microanalysis, as well as X-ray crystallography for compound lc. The development of an efficient catalytic system for the Suzuki-Miyaura coupling reaction of aryl chlorides with various boronic acids was also investigated using the in situ generated dre-NHC ligands. (C) 2017 Elsevier Ltd. All rights reserved.