Importance of Polarizable Embedding for Computing Optical Rotation: The Case of Camphor in Ethanol

被引:0
|
作者
Nottoli, Michele [1 ]
Vanich, Edoardo [2 ]
Cupellini, Lorenzo [2 ]
Scalmani, Giovanni [3 ]
Pelosi, Chiara [2 ]
Lipparini, Filippo [2 ]
机构
[1] Univ Stuttgart, Inst Appl Anal & Numer Simulat, D-70569 Stuttgart, Germany
[2] Univ Pisa, Dipartimento Chim & Chim Ind, I-56124 Pisa, Italy
[3] Gaussian Inc, Wallingford, CT 06492 USA
来源
JOURNAL OF PHYSICAL CHEMISTRY LETTERS | 2024年 / 15卷 / 31期
关键词
DENSITY-FUNCTIONAL THEORY; VIBRATIONAL CIRCULAR-DICHROISM; COUPLED-CLUSTER CALCULATIONS; CHIROPTICAL PROPERTIES; AQUEOUS-SOLUTION; PROPYLENE-OXIDE; FORCE-FIELDS; BASIS-SETS; QM/MM; METHYLOXIRANE;
D O I
10.1021/acs.jpclett.4c01550
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Solvation effects on optical rotation are notoriously challenging to model for computational chemistry, as the specific rotatory power of a molecule can vary wildly going from apolar to polar or even protic solvents. To address such a problem, we present a polarizable embedding implementation of an electric and magnetic response property based on density functional theory and the AMOEBA polarizable force field, and apply such an implementation to the study of the optical rotation of camphor in ethanol. By comparing a continuum model, and electrostatic and polarizable embedding QM/MM models, we observe that accounting for the environment's polarization gives rise to not only a different quantitative prediction, in very good agreement with experiments for the QM/AMOEBA model, but also to a very different qualitative picture, with the values of the optical rotation computed along a classical molecular dynamics trajectory with electrostatic embedding being statistically uncorrelated to the ones obtained with the polarizable description.
引用
收藏
页码:7992 / 7999
页数:8
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