Formation of the Vilsmeier-Haack complex: the performance of different levels of theory
Journal of Molecular Modeling, cilt.17, sa.12, ss.3209-3217, 2011 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 17 Sayı: 12
- Basım Tarihi: 2011
- Doi Numarası: 10.1007/s00894-010-0941-z
- Dergi Adı: Journal of Molecular Modeling
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.3209-3217
- Anahtar Kelimeler: Ab initio, DFT, Vilsmeier reaction
- Kırklareli Üniversitesi Adresli: Hayır
Özet
Because of discrepancies in the available experimental data, an extensive theoretical investigation of the formation of the Vilsmeier-Haack (VH) complex has been carried out. The barriers to complex formation calculated using eight different density functional methods (BLYP, B2-PLYP, B3LYP, B3PW91, MPW1K, M06-2X, and PBE1PBE), MP2, and extrapolation techniques (CBS-QB3, G3B3) with several basis sets (6-31+G**, 6-311++G**, 6- 311+(3df,2p), aug-cc-pVDZ, and aug-cc-pVTZ) were compared with experimental data. For the overall reaction, MP2/ aug-cc-pVDZ and M06-2X/6-31+G(d,p) perform best compared to the CBS techniques. The results help clarify some open mechanistic questions. © Springer-Verlag 2011.