Matrix model to predict specific optical rotations of acyclic chiral molecules
文献类型：期刊论文
| 作者 | Zhu, Hua-Jie; Ren, Jie; Pittman, Charles U., Jr. |
| 刊名 | TETRAHEDRON
 |
| 出版日期 | 2007-03-05 |
| 卷号 | 63期号:10页码:2292-2314 |
| 关键词 | Matrix Determinant Optical Rotation B3lyp |
| ISSN号 | 0040-4020 |
| DOI | 10.1016/j.tet.2006.12.061 |
| 通讯作者 | hjzhu@mail.kib.ac.cn |
| 文献子类 | Review |
| 英文摘要 | This paper constructs a new matrix model to analyze the relationship of the stereogenic center and its substituents to the specific optical rotation. The variables used as matrix elements include (1) the substituents' comprehensive masses (m), (2) radii (r), (3) symmetries (s), and (4) the electronegativities (chi) of the atoms or groups which are bound to the stereogenic center. Solution of the matrix determinants was postulated to give scalar numbers proportional to the magnitudes of the specific rotations of the molecules being considered. A total of 94 example calculations were performed to predict the relative magnitude and direction of rotation at the sodium D line. Only two calculations failed to predict the correct direction of rotation and this occurred only when their optical rotation values were less than 0.01 degrees. The B3LYP functional at the aug-cc-pVDZ basis set level was also used to compute the optical rotations of the 66 example chiral molecules whose geometries were previously obtained at the B3LYP/6-31G(d) level. The expected successful predictions for these acydic molecules' optical rotation values did not appear. Overall, the matrix model is one approach to understand the optical rotation. (c) 2006 Elsevier Ltd. All rights reserved. |
| 学科主题 | Chemistry, Organic |
| WOS关键词 | DENSITY-FUNCTIONAL THEORY ; VIBRATIONAL CIRCULAR-DICHROISM ; AB-INITIO CALCULATION ; HIGHLY ENANTIOSELECTIVE ADDITION ; COUPLED-CLUSTER CALCULATIONS ; LITHIUM ALUMINUM-HYDRIDE ; CATALYTIC ASYMMETRIC INDUCTION ; AXIALLY DISSYMMETRIC MOLECULES ; ABSOLUTE-CONFIGURATION ; ROTATORY DISPERSION |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000244536500022 |
| 公开日期 | 2011-12-19 |
| 源URL | [http://ir.kib.ac.cn:8080/handle/151853/2969]  |
| 专题 | 昆明植物研究所_植物化学与西部植物资源持续利用国家重点实验室 |
| 作者单位 | 1.Chinese Acad Sci, Kunming Inst Bot, Organ Synth & Nat Prod Lab, Kunming 650204, Yunnan, Peoples R China 2.Mississippi State Univ, Dept Chem, Mississippi State, MS 39762 USA |
| 推荐引用方式 GB/T 7714 | Zhu, Hua-Jie,Ren, Jie,Pittman, Charles U., Jr.. Matrix model to predict specific optical rotations of acyclic chiral molecules[J]. TETRAHEDRON,2007,63(10):2292-2314. |
| APA | Zhu, Hua-Jie,Ren, Jie,&Pittman, Charles U., Jr..(2007).Matrix model to predict specific optical rotations of acyclic chiral molecules.TETRAHEDRON,63(10),2292-2314. |
| MLA | Zhu, Hua-Jie,et al."Matrix model to predict specific optical rotations of acyclic chiral molecules".TETRAHEDRON 63.10(2007):2292-2314. |
入库方式： OAI收割
来源：昆明植物研究所
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