2014年4月
The origin of enantioselectivity for intramolecular Friedel-Crafts reaction catalyzed by supramolecular Cu/DNA catalyst complex
CHEMICAL PHYSICS LETTERS
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- ,
- ,
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- 巻
- 600
- 号
- 開始ページ
- 87
- 終了ページ
- 95
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1016/j.cplett.2014.03.060
- 出版者・発行元
- ELSEVIER SCIENCE BV
The present theoretical investigation aims at understanding the origin of enantioselectivity of intramolecular Friedel-Crafts reaction, catalyzed by supramolecular Cu/DNA catalyst. 28 Conformations of the supramolecular L-Cu(II)-R/d(CAAAAATTTTTG)(2) complex were thoroughly modeled to estimate their stability and structural features depending on the metal complex conformation and its intercalation position. The preferred formation of S-product can be rationalized by the higher binding energy of pro-S conformations to DNA. Pro-S conformations are structurally closer to the expected C3-C2' bond formation TS and usually not deeply buried into DNA, which would facilitate TS formation by decreasing the energy for conformational changes. (C) 2014 Elsevier B.V. All rights reserved.
- リンク情報
- ID情報
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- DOI : 10.1016/j.cplett.2014.03.060
- ISSN : 0009-2614
- eISSN : 1873-4448
- Web of Science ID : WOS:000334854700017