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Study of Lone Pair-Arene Interactions in Solution

Zou, Yan
http://rave.ohiolink.edu/etdc/view?acc_num=miami1186024674

Abstract Details

2007, Master of Science, Miami University, Chemistry and Biochemistry.
Lone pair-π interactions in solution have been studied experimentally. Triptycene-derived model compounds serve as conformational equilibrium reporters for direct measurements of these interactions. A series of triptycene derivatives with different 9-substituted benzyl groups were synthesized. VT NMR was applied to determine the ratio of syn and anti conformers. The free energies differences of the interactions were also obtained from the syn/anti ratios. The lone pair of oxygen-π interaction seemed to be attractive with both electron-rich and electron-deficient arene. This kind of interaction tends to be stronger for the electron-deficient arene. The electrostatic forces were considered to play a major role. Other kinds of effects, such as Van Der Waals forces, London dispersion forces also play in part role in the interactions.
Benjamin Gung (Advisor)
125 p.
Chemistry, Organic
syn; 1H; triptycene; CDCl3; NMR; model compounds

Recommended Citations

Citations

  • Zou, Y. (2007). Study of Lone Pair-Arene Interactions in Solution [Master's thesis, Miami University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=miami1186024674

    APA Style (7th edition)

  • Zou, Yan. Study of Lone Pair-Arene Interactions in Solution. 2007. Miami University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=miami1186024674.

    MLA Style (8th edition)

  • Zou, Yan. "Study of Lone Pair-Arene Interactions in Solution." Master's thesis, Miami University, 2007. http://rave.ohiolink.edu/etdc/view?acc_num=miami1186024674

    Chicago Manual of Style (17th edition)

miami1186024674
921
© 2007, all rights reserved.
This open access ETD is published by Miami University and OhioLINK.