Toward the complete prediction of the 1H and 13C NMR spectra of complex organic molecules by DFT methods:: Application to natural substances
Toward the complete prediction of the 1H and 13C NMR spectra of complex organic molecules by DFT methods:: Application to natural substances
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DOI：
10.1002/chem.200501583
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发表时间：
2006-07-17
影响因子：
4.3
通讯作者：
Saielli, Giacomo
中科院分区：
文献类型：
--
作者：
Bagno, Alessandro;Rastrelli, Federico;Saielli, Giacomo
本文主要用密度泛函方法计算了一系列天然分子的NMR参数（H-1和C-13化学位移和偶合常数），并与已有的实验结果进行了比较。比较包括士的宁作为一个测试案例，以及一些例子，最近分离的天然产物（马桑内酯，daphnipaxinin，boletunone B）具有不寻常的和/或拥挤的结构，并在boletunone B的情况下，是最近修订的主题。当实验光谱在极性溶剂中获得时，NMR参数的计算也用积分方程-形式化极化连续模型（IEF-PCM）连续方法进行。计算结果与实验结果基本吻合，这不仅可以从统计参数上判断，而且可以从谱线的直观比较上判断。其余差异的起源是由于构象和特定溶剂效应的不完整建模。
The NMR parameters (H-1 and C-13 chemical shifts and coupling constants) for a series of naturally occurring molecules have been calculated mostly with DFT methods, and their spectra compared with available experimental ones. The comparison includes strychnine as a test case, as well as some examples of recently isolated natural products (corianlactone, daphnipaxinin, boletunone B) featuring unusual and/or crowded structures and, in the case of boletunone B, being the subject of a recent revision. Whenever experimental spectra were obtained in polar solvents, the calculation of NMR parameters was also carried out with the Integral Equation-Formalism Polarizable Continuum Model (IEF-PCM) continuum method. The computed results generally show a good agreement with experiment, as judged not only by statistical parameters but also by visual comparison of line spectra. The origin of the remaining discrepancies is attributed to the incomplete modeling of conformational and specific solvent effects.