Synthesis and cations complexation of dumbbell shaped biscalix[4]-1,3-aza- crown with rigid thiourea-bridge

Fafu Yang; Yanhua Wang; Biqiong Hong; Xianfeng Chai

doi:10.1007/s10847-009-9537-6

Synthesis and cations complexation of dumbbell shaped biscalix[4]-1,3-aza- crown with rigid thiourea-bridge

Fafu Yang^*
, Yanhua Wang
, Biqiong Hong
, Xianfeng Chai

^*Corresponding author for this work

Fujian Normal University

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

3 Citations (Scopus)

Abstract

By reacting calix[4]-1,3-aza-crown 2 with 1,4-phenyl diisothiocyanate in "1 + 2" condensation mode, the novel dumbbell shaped biscalix[4]-1,3-aza-crown 3 with rigid thiourea-bridge was conveniently prepared in yield of 85%. Its structure and conformation were characterized by elemental analyses, ESI-MS, ¹H NMR and ¹H-¹H COSY techniques. The complexation properties of compound 3 were investigated by liquid-liquid extraction experiments and ¹H NMR titration experiments. The results showed that compound 3 has excellent complexation abilities for soft cations and outstanding extraction selectivity for Ag ⁺. The Ag⁺/Na⁺ and Ag⁺/Hg ²⁺ extraction percentage of host 7 were as high as 43.2 and 16.9, respectively. ¹H NMR titration experiments revealed the 1:2 stoichiometry of receptor 3-Ag⁺ complex was formed.

Original language	English
Pages (from-to)	67-72
Number of pages	6
Journal	Journal of Inclusion Phenomena and Molecular Recognition in Chemistry
Volume	64
Issue number	1-2
DOIs	https://doi.org/10.1007/s10847-009-9537-6
Publication status	Published - Jun 2009
Externally published	Yes

Keywords

Ag
Biscalix[4]crown
Complexation
Dumbbell
Thiourea

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10.1007/s10847-009-9537-6

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title = "Synthesis and cations complexation of dumbbell shaped biscalix[4]-1,3-aza- crown with rigid thiourea-bridge",

abstract = "By reacting calix[4]-1,3-aza-crown 2 with 1,4-phenyl diisothiocyanate in {"}1 + 2{"} condensation mode, the novel dumbbell shaped biscalix[4]-1,3-aza-crown 3 with rigid thiourea-bridge was conveniently prepared in yield of 85\%. Its structure and conformation were characterized by elemental analyses, ESI-MS, 1H NMR and 1H-1H COSY techniques. The complexation properties of compound 3 were investigated by liquid-liquid extraction experiments and 1H NMR titration experiments. The results showed that compound 3 has excellent complexation abilities for soft cations and outstanding extraction selectivity for Ag +. The Ag+/Na+ and Ag+/Hg 2+ extraction percentage of host 7 were as high as 43.2 and 16.9, respectively. 1H NMR titration experiments revealed the 1:2 stoichiometry of receptor 3-Ag+ complex was formed.",

keywords = "Ag, Biscalix[4]crown, Complexation, Dumbbell, Thiourea",

author = "Fafu Yang and Yanhua Wang and Biqiong Hong and Xianfeng Chai",

year = "2009",

month = jun,

doi = "10.1007/s10847-009-9537-6",

language = "English",

volume = "64",

pages = "67--72",

journal = "Journal of Inclusion Phenomena and Molecular Recognition in Chemistry",

issn = "0923-0750",

publisher = "Editura Stiintifica F. M. R.",

number = "1-2",

}

TY - JOUR

T1 - Synthesis and cations complexation of dumbbell shaped biscalix[4]-1,3-aza- crown with rigid thiourea-bridge

AU - Yang, Fafu

AU - Wang, Yanhua

AU - Hong, Biqiong

AU - Chai, Xianfeng

PY - 2009/6

Y1 - 2009/6

N2 - By reacting calix[4]-1,3-aza-crown 2 with 1,4-phenyl diisothiocyanate in "1 + 2" condensation mode, the novel dumbbell shaped biscalix[4]-1,3-aza-crown 3 with rigid thiourea-bridge was conveniently prepared in yield of 85%. Its structure and conformation were characterized by elemental analyses, ESI-MS, 1H NMR and 1H-1H COSY techniques. The complexation properties of compound 3 were investigated by liquid-liquid extraction experiments and 1H NMR titration experiments. The results showed that compound 3 has excellent complexation abilities for soft cations and outstanding extraction selectivity for Ag +. The Ag+/Na+ and Ag+/Hg 2+ extraction percentage of host 7 were as high as 43.2 and 16.9, respectively. 1H NMR titration experiments revealed the 1:2 stoichiometry of receptor 3-Ag+ complex was formed.

AB - By reacting calix[4]-1,3-aza-crown 2 with 1,4-phenyl diisothiocyanate in "1 + 2" condensation mode, the novel dumbbell shaped biscalix[4]-1,3-aza-crown 3 with rigid thiourea-bridge was conveniently prepared in yield of 85%. Its structure and conformation were characterized by elemental analyses, ESI-MS, 1H NMR and 1H-1H COSY techniques. The complexation properties of compound 3 were investigated by liquid-liquid extraction experiments and 1H NMR titration experiments. The results showed that compound 3 has excellent complexation abilities for soft cations and outstanding extraction selectivity for Ag +. The Ag+/Na+ and Ag+/Hg 2+ extraction percentage of host 7 were as high as 43.2 and 16.9, respectively. 1H NMR titration experiments revealed the 1:2 stoichiometry of receptor 3-Ag+ complex was formed.

KW - Ag

KW - Biscalix[4]crown

KW - Complexation

KW - Dumbbell

KW - Thiourea

UR - https://www.scopus.com/pages/publications/67349173201

U2 - 10.1007/s10847-009-9537-6

DO - 10.1007/s10847-009-9537-6

M3 - Article

AN - SCOPUS:67349173201

SN - 0923-0750

VL - 64

SP - 67

EP - 72

JO - Journal of Inclusion Phenomena and Molecular Recognition in Chemistry

JF - Journal of Inclusion Phenomena and Molecular Recognition in Chemistry

IS - 1-2

ER -

Synthesis and cations complexation of dumbbell shaped biscalix[4]-1,3-aza- crown with rigid thiourea-bridge

Abstract

Keywords

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