Polar Interactions between Stacked π Systems in Fluorinated 1,8-Diarylnaphthalenes: Importance of Quadrupole Moments in Molecular Recognition
✍ Scribed by Prof. Franco Cozzi; Dr. Francesco Ponzini; Dr. Rita Annunziata; Dr. Mauro Cinquini; Prof. Jay S. Siegel
- Publisher
- John Wiley and Sons
- Year
- 1995
- Tongue
- English
- Weight
- 263 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
1191 A "chemical" hint to the existence of a "tight" 4q3e configuration is the finding that the dication produced from [l.l.l.l]isopagodane [2] is reduced by methanol Lo thestarting hydrocarbon(not to the [l.l.l.l]isodiene); the[2.2.1.1] dication 3(4)2 '--like the [1.1.1.1] dication [3]-adds methanol (G. A. Obah, G. K. S. Prakash. personal communication). Remarkably, [2.2.1 .l]isopagodane 3 (4 4[8]). but not [l.l.l.l]isopagodane, can be transformed by PETinto the respective diene (T. Voss, dissertation. University of Freiburg, 1995). 1201 Note added in proof(March 11, 1995): The "tight" [1.1.1.1] radical cation [2] has recently been observed by FDMR (fluorescence detected magnetic resonance) in n-hexane (190 K -room temperature); at a lifetime of 0.2 ps at 293 K it is isomerired into the "extended" form. The measured uH fl is remarkably close to the one calculated by the a b initio methods applied in this paper (1.02 vs. 1.05 mT) (A. D. Trifunac, D. Werst. personal communication).