Synthesis, conformational studies and inclusion properties of N-substituted tetrahomodiazacalix[4]arenes

Kwanghyun No; Jong Seung Kim; Seyoung Kim; Duong Tuan Quang; In Chul Hwang; Jacques Vicens

doi:10.1007/s10847-006-9282-z

Synthesis, conformational studies and inclusion properties of N-substituted tetrahomodiazacalix[4]arenes

Kwanghyun No, Jong Seung Kim, Seyoung Kim, Duong Tuan Quang, In Chul Hwang, Jacques Vicens

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

Abstract

A series of tetrahomodiazacalix[4]arenes (1-8) with different substituents (or substituted) at the upper rim and/or N-side arm has been synthesized with acceptable yields. The compounds were characterized by elemental analysis, IR, MS and NMR methods. In particular, 5 was shown by X-ray crystallography to adopt the cone conformation in the solid state. Twophase picrate extraction showed that 2 and 6, bearing N-2-picolyl arms, are the best extractants. Of the cations tested, Ag(I) is the best extracted by almost all ligands and the extraction efficiency follows the order 2-picolyl > 3-picolyl > 4-picolyl.

Original language	English
Pages (from-to)	353-360
Number of pages	8
Journal	Journal of Inclusion Phenomena and Macrocyclic Chemistry
Volume	58
Issue number	3-4
DOIs	https://doi.org/10.1007/s10847-006-9282-z
Publication status	Published - 2007 Aug
Externally published	Yes

Keywords

Cation complexation
Supramolecular chemistry
Tetrahomodiazacalix[4]arenes

ASJC Scopus subject areas

Food Science
Chemistry(all)
Condensed Matter Physics

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10.1007/s10847-006-9282-z

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title = "Synthesis, conformational studies and inclusion properties of N-substituted tetrahomodiazacalix[4]arenes",

abstract = "A series of tetrahomodiazacalix[4]arenes (1-8) with different substituents (or substituted) at the upper rim and/or N-side arm has been synthesized with acceptable yields. The compounds were characterized by elemental analysis, IR, MS and NMR methods. In particular, 5 was shown by X-ray crystallography to adopt the cone conformation in the solid state. Twophase picrate extraction showed that 2 and 6, bearing N-2-picolyl arms, are the best extractants. Of the cations tested, Ag(I) is the best extracted by almost all ligands and the extraction efficiency follows the order 2-picolyl > 3-picolyl > 4-picolyl.",

keywords = "Cation complexation, Supramolecular chemistry, Tetrahomodiazacalix[4]arenes",

author = "Kwanghyun No and Kim, {Jong Seung} and Seyoung Kim and Quang, {Duong Tuan} and Hwang, {In Chul} and Jacques Vicens",

note = "Funding Information: Acknowledgement This work was supported by the SRC program of KOSEF (R11-2005-017)",

year = "2007",

month = aug,

doi = "10.1007/s10847-006-9282-z",

language = "English",

volume = "58",

pages = "353--360",

journal = "Journal of Inclusion Phenomena and Macrocyclic Chemistry",

issn = "0923-0750",

publisher = "Kluwer Academic Publishers",

number = "3-4",

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T1 - Synthesis, conformational studies and inclusion properties of N-substituted tetrahomodiazacalix[4]arenes

AU - No, Kwanghyun

AU - Kim, Jong Seung

AU - Kim, Seyoung

AU - Quang, Duong Tuan

AU - Hwang, In Chul

AU - Vicens, Jacques

N1 - Funding Information: Acknowledgement This work was supported by the SRC program of KOSEF (R11-2005-017)

PY - 2007/8

Y1 - 2007/8

N2 - A series of tetrahomodiazacalix[4]arenes (1-8) with different substituents (or substituted) at the upper rim and/or N-side arm has been synthesized with acceptable yields. The compounds were characterized by elemental analysis, IR, MS and NMR methods. In particular, 5 was shown by X-ray crystallography to adopt the cone conformation in the solid state. Twophase picrate extraction showed that 2 and 6, bearing N-2-picolyl arms, are the best extractants. Of the cations tested, Ag(I) is the best extracted by almost all ligands and the extraction efficiency follows the order 2-picolyl > 3-picolyl > 4-picolyl.

AB - A series of tetrahomodiazacalix[4]arenes (1-8) with different substituents (or substituted) at the upper rim and/or N-side arm has been synthesized with acceptable yields. The compounds were characterized by elemental analysis, IR, MS and NMR methods. In particular, 5 was shown by X-ray crystallography to adopt the cone conformation in the solid state. Twophase picrate extraction showed that 2 and 6, bearing N-2-picolyl arms, are the best extractants. Of the cations tested, Ag(I) is the best extracted by almost all ligands and the extraction efficiency follows the order 2-picolyl > 3-picolyl > 4-picolyl.

KW - Cation complexation

KW - Supramolecular chemistry

KW - Tetrahomodiazacalix[4]arenes

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VL - 58

SP - 353

EP - 360

JO - Journal of Inclusion Phenomena and Macrocyclic Chemistry

JF - Journal of Inclusion Phenomena and Macrocyclic Chemistry

IS - 3-4

ER -

Synthesis, conformational studies and inclusion properties of N-substituted tetrahomodiazacalix[4]arenes

Abstract

Keywords

ASJC Scopus subject areas

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