Effect of alkylpyrazinium counterions on the host-guest recognition based on dimethoxypillar[5]arenes

Lijing Liu; Lei Guo; Qiuhua Zhao; Yongkui Shan; Xiaojuan Liao

doi:10.1007/s40242-016-5402-5

Effect of alkylpyrazinium counterions on the host-guest recognition based on dimethoxypillar[5]arenes

Lijing Liu
, Lei Guo
, Qiuhua Zhao
, Yongkui Shan
, Xiaojuan Liao^*

^*此作品的通讯作者

化学与分子工程学院

East China Normal University

科研成果: 期刊稿件 › 文章 › 同行评审

2 引用（Scopus）

摘要

In this work, we synthesized n-octylpyrazinium bromide(G-Br) and n-octylpyrazinium hexafluorophosphate(G-PF₆) as model guests and studied their host-guest complexation with 1,4-dimethoxypillar[5]arene(DMP5A). Effect of alkylpyrazinium counterions on the host-guest recognition was investigated. Based on the ¹H NOESY spectra, the binding site of DMP5A with G-PF₆ is the same as that of DMP5A with G-Br. However, G-PF₆ forms a stronger complex with DMP5A than G-Br, owing to that hexafluorophosphate forms weaker doubly inonic H-bonds with ammonium cation than bromide ion in chloroform, which leads to some aggregates that could be dissociated with the addition of DMP5A.

源语言	英语
页（从-至）	202-206
页数	5
期刊	Chemical Research in Chinese Universities
卷	32
期	2
DOI	https://doi.org/10.1007/s40242-016-5402-5
出版状态	已出版 - 1 4月 2016

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10.1007/s40242-016-5402-5

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@article{978bb0081424435f810d4e82f150cae8,

title = "Effect of alkylpyrazinium counterions on the host-guest recognition based on dimethoxypillar[5]arenes",

abstract = "In this work, we synthesized n-octylpyrazinium bromide(G-Br) and n-octylpyrazinium hexafluorophosphate(G-PF6) as model guests and studied their host-guest complexation with 1,4-dimethoxypillar[5]arene(DMP5A). Effect of alkylpyrazinium counterions on the host-guest recognition was investigated. Based on the 1H NOESY spectra, the binding site of DMP5A with G-PF6 is the same as that of DMP5A with G-Br. However, G-PF6 forms a stronger complex with DMP5A than G-Br, owing to that hexafluorophosphate forms weaker doubly inonic H-bonds with ammonium cation than bromide ion in chloroform, which leads to some aggregates that could be dissociated with the addition of DMP5A.",

keywords = "Counterion, Host-guest recognition, Pillararene, Supramolecular chemistry",

author = "Lijing Liu and Lei Guo and Qiuhua Zhao and Yongkui Shan and Xiaojuan Liao",

note = "Publisher Copyright: {\textcopyright} 2016, Jilin University, The Editorial Department of Chemical Research in Chinese Universities and Springer-Verlag GmbH.",

year = "2016",

month = apr,

day = "1",

doi = "10.1007/s40242-016-5402-5",

language = "英语",

volume = "32",

pages = "202--206",

journal = "Chemical Research in Chinese Universities",

issn = "1005-9040",

publisher = "Springer Science and Business Media Deutschland GmbH",

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}

TY - JOUR

T1 - Effect of alkylpyrazinium counterions on the host-guest recognition based on dimethoxypillar[5]arenes

AU - Liu, Lijing

AU - Guo, Lei

AU - Zhao, Qiuhua

AU - Shan, Yongkui

AU - Liao, Xiaojuan

PY - 2016/4/1

Y1 - 2016/4/1

N2 - In this work, we synthesized n-octylpyrazinium bromide(G-Br) and n-octylpyrazinium hexafluorophosphate(G-PF6) as model guests and studied their host-guest complexation with 1,4-dimethoxypillar[5]arene(DMP5A). Effect of alkylpyrazinium counterions on the host-guest recognition was investigated. Based on the 1H NOESY spectra, the binding site of DMP5A with G-PF6 is the same as that of DMP5A with G-Br. However, G-PF6 forms a stronger complex with DMP5A than G-Br, owing to that hexafluorophosphate forms weaker doubly inonic H-bonds with ammonium cation than bromide ion in chloroform, which leads to some aggregates that could be dissociated with the addition of DMP5A.

AB - In this work, we synthesized n-octylpyrazinium bromide(G-Br) and n-octylpyrazinium hexafluorophosphate(G-PF6) as model guests and studied their host-guest complexation with 1,4-dimethoxypillar[5]arene(DMP5A). Effect of alkylpyrazinium counterions on the host-guest recognition was investigated. Based on the 1H NOESY spectra, the binding site of DMP5A with G-PF6 is the same as that of DMP5A with G-Br. However, G-PF6 forms a stronger complex with DMP5A than G-Br, owing to that hexafluorophosphate forms weaker doubly inonic H-bonds with ammonium cation than bromide ion in chloroform, which leads to some aggregates that could be dissociated with the addition of DMP5A.

KW - Counterion

KW - Host-guest recognition

KW - Pillararene

KW - Supramolecular chemistry

UR - https://www.scopus.com/pages/publications/84963772463

U2 - 10.1007/s40242-016-5402-5

DO - 10.1007/s40242-016-5402-5

M3 - 文章

AN - SCOPUS:84963772463

SN - 1005-9040

VL - 32

SP - 202

EP - 206

JO - Chemical Research in Chinese Universities

JF - Chemical Research in Chinese Universities

IS - 2

ER -

Effect of alkylpyrazinium counterions on the host-guest recognition based on dimethoxypillar[5]arenes

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