Estimation of optical rotation of γ‐alkylidenebutenolide, cyclopropylamine, cyclopropyl‐methanol and cyclopropenone based compounds by a Density Functional Theory (DFT) approach. Issue 10 (15th August 2017)

• Record Type: Journal Article
• Authors: Shahzadi, Iram; Shaukat, Aqsa; Zara, Zeenat; Irfan, Muhammad; Eliasson, Bertil; Ayub, Khurshid; Iqbal, Javed
• Is Part Of: Chirality. Volume 29:Issue 10(2017)
• Page Start: 634
• Page End: 647
• Publication Date: 2017-08-15
• Subjects: B3LYP -- benchmarking -- DFT -- geometry optimization -- optical rotation; Chirality -- Periodicals; Pharmaceutical chemistry -- Periodicals; 541.22
• DOI: 10.1002/chir.22737
• Languages: English
• ISSNs: 0899-0042

Abstract

Abstract: Computing the optical rotation of organic molecules can be a real challenge, and various theoretical approaches have been developed in this regard. A benchmark study of optical rotation of various classes of compounds was carried out by Density Functional Theory (DFT) methods. The aim of the present research study was to find out the best‐suited functional and basis set to estimate the optical rotations of selected compounds with respect to experimental literature values. Six DFT functional LSDA, BVP86, CAM‐B3LYP, B3PW91, and PBE were applied on 22 different compounds. Furthermore, six different basis sets, i.e., 3‐21G, 6‐31G, aug‐cc‐pVDZ, aug‐cc‐pVTZ, DGDZVP, and DGDZVP2 were also applied with the best‐suited functional B3LYP. After rigorous effort, it can be safely said that the best combination of functional and basis set is B3LYP/aug‐cc‐pVTZ for the estimation of optical rotation for selected compounds. Abstract : Benchmark study for the calculation of optical rotation was carried out by applying Six DFT functional LSDA, BVP86, CAM‐B3LYP, B3PW91 and PBE along with six different basis sets 3‐21G, 6‐31G, cc‐pVDZ, cc‐pVTZ, DGDZVP and DGDZVP2.