Intramolecular cation-pi interactions control the conformation of nonrestricted (phenylalkyl)pyridines.
NOEsy and fluorescence spectroscopy reveal that conversion of conformationally flexible (phenylalkyl)pyridines into their corresponding N-methyl-pyridinium iodides results in intramolecular pi-stacking.
Richter
Isabella
I
Department of Chemistry, The University of Bath, Bath, UK.
Minari
Jusaku
J
Axe
Philip
P
Lowe
John P
JP
James
Tony D
TD
Sakurai
Kazuo
K
Bull
Steven D
SD
Fossey
John S
JS
D002412:Cations / Q000737:chemistry; D007454:Iodides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008968:Molecular Conformation; D011725:Pyridines / Q000737:chemistry*; D011726:Pyridinium Compounds / Q000737:chemistry*; D013050:Spectrometry, Fluorescence / Q000379:methods
D002412:Cations; D007454:Iodides; D011725:Pyridines; D011726:Pyridinium Compounds