Effect of α- and β-cyclodextrin on the electrochemistry of methylheptylviologen and dibenzylviologen

Chongmok Lee; Chiwon Kim; Joon Woo Park

doi:10.1016/0022-0728(94)03362-5

Effect of α- and β-cyclodextrin on the electrochemistry of methylheptylviologen and dibenzylviologen

Chongmok Lee, Chiwon Kim, Joon Woo Park

Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

Abstract

The electrochemistry of N-methyl-N′-heptyl-4,4′-bipyridinium (C₁C₇V²⁺) and N,N′-dibenzyl-4, 4′-bipyridinium (BBV²⁺) salts with α-cyclodextrin and β-cyclodextrin (CD) was studied. The cyclic voltammetric behavior of both viologens revealed a cyclodextrin-induced conproportionation reaction between the electrogenerated viologen neutral forms and viologen dications with β-CD, but not with the α form. Both α-CD and β-CD suppress dimerization of C₁C₇V²⁺, whereas only β-CD is effective for disruption of the BBV^.+ dimer. These results are interpreted in terms of the involvement of the bipyridine ring and benzyl group, depending on the oxidation state of viologen, in the inclusion complexation with β-CD, but not significantly with α-CD.

Original language	English
Pages (from-to)	115-121
Number of pages	7
Journal	Journal of Electroanalytical Chemistry
Volume	374
Issue number	1-2
DOIs	https://doi.org/10.1016/0022-0728(94)03362-5
State	Published - 29 Aug 1994

Bibliographical note

Funding Information:
The support of this researchb y the Korea Science and EngineeringF oundation (931-0300-018-2a)n d the Ministry of Educationo f the Republic of Korea through the Basic Science Research Institute Program (BSRI-92-335)is gratefullya cknowledged.

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@article{d6662a3b2e8841d3a327df6c2beb709a,

title = "Effect of α- and β-cyclodextrin on the electrochemistry of methylheptylviologen and dibenzylviologen",

abstract = "The electrochemistry of N-methyl-N′-heptyl-4,4′-bipyridinium (C1C7V2+) and N,N′-dibenzyl-4, 4′-bipyridinium (BBV2+) salts with α-cyclodextrin and β-cyclodextrin (CD) was studied. The cyclic voltammetric behavior of both viologens revealed a cyclodextrin-induced conproportionation reaction between the electrogenerated viologen neutral forms and viologen dications with β-CD, but not with the α form. Both α-CD and β-CD suppress dimerization of C1C7V2+, whereas only β-CD is effective for disruption of the BBV.+ dimer. These results are interpreted in terms of the involvement of the bipyridine ring and benzyl group, depending on the oxidation state of viologen, in the inclusion complexation with β-CD, but not significantly with α-CD.",

author = "Chongmok Lee and Chiwon Kim and Park, {Joon Woo}",

note = "Funding Information: The support of this researchb y the Korea Science and EngineeringF oundation (931-0300-018-2a)n d the Ministry of Educationo f the Republic of Korea through the Basic Science Research Institute Program (BSRI-92-335)is gratefullya cknowledged.",

year = "1994",

month = aug,

day = "29",

doi = "10.1016/0022-0728(94)03362-5",

language = "English",

volume = "374",

pages = "115--121",

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T1 - Effect of α- and β-cyclodextrin on the electrochemistry of methylheptylviologen and dibenzylviologen

AU - Lee, Chongmok

AU - Kim, Chiwon

AU - Park, Joon Woo

N1 - Funding Information: The support of this researchb y the Korea Science and EngineeringF oundation (931-0300-018-2a)n d the Ministry of Educationo f the Republic of Korea through the Basic Science Research Institute Program (BSRI-92-335)is gratefullya cknowledged.

PY - 1994/8/29

Y1 - 1994/8/29

N2 - The electrochemistry of N-methyl-N′-heptyl-4,4′-bipyridinium (C1C7V2+) and N,N′-dibenzyl-4, 4′-bipyridinium (BBV2+) salts with α-cyclodextrin and β-cyclodextrin (CD) was studied. The cyclic voltammetric behavior of both viologens revealed a cyclodextrin-induced conproportionation reaction between the electrogenerated viologen neutral forms and viologen dications with β-CD, but not with the α form. Both α-CD and β-CD suppress dimerization of C1C7V2+, whereas only β-CD is effective for disruption of the BBV.+ dimer. These results are interpreted in terms of the involvement of the bipyridine ring and benzyl group, depending on the oxidation state of viologen, in the inclusion complexation with β-CD, but not significantly with α-CD.

AB - The electrochemistry of N-methyl-N′-heptyl-4,4′-bipyridinium (C1C7V2+) and N,N′-dibenzyl-4, 4′-bipyridinium (BBV2+) salts with α-cyclodextrin and β-cyclodextrin (CD) was studied. The cyclic voltammetric behavior of both viologens revealed a cyclodextrin-induced conproportionation reaction between the electrogenerated viologen neutral forms and viologen dications with β-CD, but not with the α form. Both α-CD and β-CD suppress dimerization of C1C7V2+, whereas only β-CD is effective for disruption of the BBV.+ dimer. These results are interpreted in terms of the involvement of the bipyridine ring and benzyl group, depending on the oxidation state of viologen, in the inclusion complexation with β-CD, but not significantly with α-CD.

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ER -

Effect of α- and β-cyclodextrin on the electrochemistry of methylheptylviologen and dibenzylviologen

Abstract

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