Nitrite selective anion receptor based on 1-methyl-1H-perimidine

Thiravidamani Senthil Pandian; Venkatesan Srinivasadesikan; Ming-Chang Lin; Jongmin Kang

doi:10.1016/j.tet.2015.02.091

Nitrite selective anion receptor based on 1-methyl-1H-perimidine

Thiravidamani Senthil Pandian, Venkatesan Srinivasadesikan, Ming-Chang Lin, Jongmin Kang^*

^*此作品的通信作者

應用化學系

研究成果: Article › 同行評審

10 引文斯高帕斯（Scopus）

摘要

A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and ¹H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO₂^- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).

原文	English
文章編號	26480
頁（從 - 到）	7782-7788
頁數	7
期刊	Tetrahedron
卷	71
發行號	40
DOIs	https://doi.org/10.1016/j.tet.2015.02.091
出版狀態	Published - 7 10月 2015

存取文件

10.1016/j.tet.2015.02.091

其它文件與鏈接

Link to publication in Scopus

引用此

@article{51b5e5f499cb480caf045eca1651fec5,

title = "Nitrite selective anion receptor based on 1-methyl-1H-perimidine",

abstract = "A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).",

keywords = "Anion receptor, C-H hydrogen bonds, Nitrite, Perimidine",

author = "Pandian, {Thiravidamani Senthil} and Venkatesan Srinivasadesikan and Ming-Chang Lin and Jongmin Kang",

note = "Publisher Copyright: {\textcopyright} 2015 Elsevier Ltd.",

year = "2015",

month = oct,

day = "7",

doi = "10.1016/j.tet.2015.02.091",

language = "English",

volume = "71",

pages = "7782--7788",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "40",

}

TY - JOUR

T1 - Nitrite selective anion receptor based on 1-methyl-1H-perimidine

AU - Pandian, Thiravidamani Senthil

AU - Srinivasadesikan, Venkatesan

AU - Lin, Ming-Chang

AU - Kang, Jongmin

PY - 2015/10/7

Y1 - 2015/10/7

N2 - A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).

AB - A new anion receptor 1, which utilizes only C-H hydrogen bonding have been designed and synthesized. This receptor utilizes both aromatic C-H (two perimidine C2-H, anthracene 9-H) and aliphatic C-H (two perimidine 1-methyl C-H, two benzylic C-H) as hydrogen bonding moieties. The receptor 1 is found to have considerable binding affinity for weakly basic anions even in polar solvent such as DMSO. In addition, receptor 1 is selective for nitrite. The experimental data from UV-vis, fluorescence and 1H NMR titration are consistent with theoretical studies. The order of the interaction of the C-H groups of perimidine containing receptor with NO2- anion is found to be perimidine (C-H)>methylene (C-H)>methyl (C-H)>anthracene (C-H).

KW - Anion receptor

KW - C-H hydrogen bonds

KW - Nitrite

KW - Perimidine

UR - http://www.scopus.com/inward/record.url?scp=84940585618&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2015.02.091

DO - 10.1016/j.tet.2015.02.091

M3 - Article

AN - SCOPUS:84940585618

SN - 0040-4020

VL - 71

SP - 7782

EP - 7788

JO - Tetrahedron

JF - Tetrahedron

IS - 40

M1 - 26480

ER -

Nitrite selective anion receptor based on 1-methyl-1H-perimidine

摘要

存取文件

其它文件與鏈接

指紋

引用此