Theoretical Study of 13C Chemical Shifts Structures of Some ortho-Substituted 3-Anilino-2-nitrobenzo[b]thiophenes and 2-Anilino-3-nitrobenzo[b]thiophenes and Comparison with Experimental  

作　　者：Mahdi Rezaei Sameti 

机构地区：[1]Department of Physical Chemistry, Faculty of Science, Malayer University, Malayer 65157, Iran

出　　处：《Chinese Journal of Chemistry》2011年第2期237-242,共6页中国化学（英文版）

摘　　要：13C NMR chemical shifts have been calculated for structures of some substituted 3-anilino-2-nitrobenzo- [b]thiophenes （2o） and 2-anilino-3-nitrobenzo[b]thiophenes （3o） derivatives containing OH, NH2, OMe, Me, Et, H, F, Cl and Br. The molecular structures were fully optimized using B3LYP/6-31G（d,p）. The calculation of the 13C shielding tensors employed the GAUSSIAN 03 implementation of the gauge-including atomic orbital （GIAO） and continuous set of gauge transformations （CSGT） by using 6-311 ＋＋G（d,p） basis set at density functional levels of theories （DFT）. The isotropic and the anisotropy parameters of chemical shielding for all compounds are calculated. The predicted 13C chemical shifts are derived from equation δ=σ0＋σ where δ is the chemical shift, σ is the absolute shielding, and σ0 is the absolute shielding of the standard TMS. Excellent linear relationships have been observed between experimental and calculated 13C NMR chemical shifts for all derivatives.13C NMR chemical shifts have been calculated for structures of some substituted 3-anilino-2-nitrobenzo- [b]thiophenes （2o） and 2-anilino-3-nitrobenzo[b]thiophenes （3o） derivatives containing OH, NH2, OMe, Me, Et, H, F, Cl and Br. The molecular structures were fully optimized using B3LYP/6-31G（d,p）. The calculation of the 13C shielding tensors employed the GAUSSIAN 03 implementation of the gauge-including atomic orbital （GIAO） and continuous set of gauge transformations （CSGT） by using 6-311 ＋＋G（d,p） basis set at density functional levels of theories （DFT）. The isotropic and the anisotropy parameters of chemical shielding for all compounds are calculated. The predicted 13C chemical shifts are derived from equation δ=σ0＋σ where δ is the chemical shift, σ is the absolute shielding, and σ0 is the absolute shielding of the standard TMS. Excellent linear relationships have been observed between experimental and calculated 13C NMR chemical shifts for all derivatives.

关 键 词：DPT 13C NMR chemical shifts GIAO/CSGT 

分 类 号：O623.522[理学—有机化学] O561.1[理学—化学]