Concepedia

Intramolecular cation–π interactions control the conformation of nonrestricted (phenylalkyl)pyridines

Isabella Richter, Jusaku Minari, Philip Axe, John P. Lowe, Tony D. James, Kazuo Sakurai, Steven D. Bull, John Fossey

Chemical Communications · 2008 · 45 citations · 25 references

DOI

Concepts

Abstract

NOEsy and fluorescence spectroscopy reveal that conversion of conformationally flexible (phenylalkyl)pyridines into their corresponding N-methyl-pyridinium iodides results in intramolecular pi-stacking.

References

25

Aromatic interactions

Christopher A. Hunter, Kevin R. Lawson, Julie Perkins et al. · Journal of the Chemical Society Perkin Transactions 2 · 2001 · 1.3K citations

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π-Stacking Interactions

Georgia B. McGaughey, Marc Gagné, Anthony K. Rappé · Journal of Biological Chemistry · 1998 · 1.2K citations · Full text

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Factors Contributing to Aromatic Stacking in Water:  Evaluation in the Context of DNA

Kevin M. Guckian, Barbara A. Schweitzer, Rex X. Ren et al. · Journal of the American Chemical Society · 2000 · 437 citations · Full text

, , +17

Substituent effects on aromatic stacking interactions

Scott L. Cockroft, Julie Perkins, Cristiano Zonta et al. · Organic & Biomolecular Chemistry · 2007 · 240 citations

, , +14

Aromatic Oligomers that Form Hetero Duplexes in Aqueous Solution

Gregory J. Gabriel, Brent L. Iverson · Journal of the American Chemical Society · 2002 · 227 citations

, , +16