TY - JOUR
T1 - Modulation of Reduction Potentials of Bis(pyridinium)alkane Dications through Encapsulation within Cucurbit[7]uril
AU - Tcyrulnikov, Nikolai A.
AU - Varadharajan, Ramkumar
AU - Tikhomirova, Anastasiia A.
AU - Pattabiraman, Mahesh
AU - Ramamurthy, Vaidhyanathan
AU - Wilson, R. Marshall
N1 - Publisher Copyright:
© 2019 American Chemical Society.
PY - 2019/7/5
Y1 - 2019/7/5
N2 - Supramolecular modulation of reduction potentials of two series of bis(pyridinium)alkane salts is described. Study of the encapsulation of bis(pyridinium)alkane guests within the CB[7] cavity revealed the critical influence of the linker length and the position of the heteroatom on the reduction potentials of encapsulated guests. CB[7] complexation of pyridinium salts induced reduction potential changes ranging between +50 and -430 mV. Noncovalent modulation of the electron-accepting ability of organic cations can be utilized in electron-transfer-initiated reactions.
AB - Supramolecular modulation of reduction potentials of two series of bis(pyridinium)alkane salts is described. Study of the encapsulation of bis(pyridinium)alkane guests within the CB[7] cavity revealed the critical influence of the linker length and the position of the heteroatom on the reduction potentials of encapsulated guests. CB[7] complexation of pyridinium salts induced reduction potential changes ranging between +50 and -430 mV. Noncovalent modulation of the electron-accepting ability of organic cations can be utilized in electron-transfer-initiated reactions.
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U2 - 10.1021/acs.joc.9b01049
DO - 10.1021/acs.joc.9b01049
M3 - Article
C2 - 31187624
AN - SCOPUS:85069273322
SN - 0022-3263
VL - 84
SP - 8759
EP - 8765
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 13
ER -