Photoresponsive Crown Ethers. Part 11. Azobenzene‐Pillared Cylindrical Macrocycle As a Photoresponsive Receptor

Seiji Shinkai, Yoshihiro Honda, Kaori Ueda, Osamu Manabe

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

A cylindrical ionophore (1) in which two diaza‐crown ethers are linked by two azobenzene pillars serves as a photoresponsive host molecule. In alkaline solution containing K+, (1) forms a cascade complex with dianionic guest molecules, but photoirradiated (1) which has a shortened cylinder cannot bind the guest molecules so effectively as (1). (1) solubilised in acidic aqueous solution by protonation of four tertiary nitrogens provides a hydrophobic cavity to bind several anionic azo dyes. The association is also suppressed by photoirradiation. The results indicate that parallel array of the azobenzene segments in (1) provides a host cavity and the photoinduced structural change is readily reflected by the association tendency. This is the first example for the photoresponsive inclusion complex.

Original languageEnglish
Pages (from-to)302-306
Number of pages5
JournalIsrael Journal of Chemistry
Volume24
Issue number4
DOIs
Publication statusPublished - Jan 1 1984
Externally publishedYes

Fingerprint

Crown Ethers
Molecules
Azo Compounds
Association reactions
Ethers
Cascades (fluid mechanics)
Protonation
Ionophores
Nitrogen
azobenzene

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

Photoresponsive Crown Ethers. Part 11. Azobenzene‐Pillared Cylindrical Macrocycle As a Photoresponsive Receptor. / Shinkai, Seiji; Honda, Yoshihiro; Ueda, Kaori; Manabe, Osamu.

In: Israel Journal of Chemistry, Vol. 24, No. 4, 01.01.1984, p. 302-306.

Research output: Contribution to journalArticle

Shinkai, Seiji ; Honda, Yoshihiro ; Ueda, Kaori ; Manabe, Osamu. / Photoresponsive Crown Ethers. Part 11. Azobenzene‐Pillared Cylindrical Macrocycle As a Photoresponsive Receptor. In: Israel Journal of Chemistry. 1984 ; Vol. 24, No. 4. pp. 302-306.
@article{60d8a8c27ddd4d298b4bd45ca4c3b08d,
title = "Photoresponsive Crown Ethers. Part 11. Azobenzene‐Pillared Cylindrical Macrocycle As a Photoresponsive Receptor",
abstract = "A cylindrical ionophore (1) in which two diaza‐crown ethers are linked by two azobenzene pillars serves as a photoresponsive host molecule. In alkaline solution containing K+, (1) forms a cascade complex with dianionic guest molecules, but photoirradiated (1) which has a shortened cylinder cannot bind the guest molecules so effectively as (1). (1) solubilised in acidic aqueous solution by protonation of four tertiary nitrogens provides a hydrophobic cavity to bind several anionic azo dyes. The association is also suppressed by photoirradiation. The results indicate that parallel array of the azobenzene segments in (1) provides a host cavity and the photoinduced structural change is readily reflected by the association tendency. This is the first example for the photoresponsive inclusion complex.",
author = "Seiji Shinkai and Yoshihiro Honda and Kaori Ueda and Osamu Manabe",
year = "1984",
month = "1",
day = "1",
doi = "10.1002/ijch.198400052",
language = "English",
volume = "24",
pages = "302--306",
journal = "Israel Journal of Chemistry",
issn = "0021-2148",
publisher = "Wiley Online Library",
number = "4",

}

TY - JOUR

T1 - Photoresponsive Crown Ethers. Part 11. Azobenzene‐Pillared Cylindrical Macrocycle As a Photoresponsive Receptor

AU - Shinkai, Seiji

AU - Honda, Yoshihiro

AU - Ueda, Kaori

AU - Manabe, Osamu

PY - 1984/1/1

Y1 - 1984/1/1

N2 - A cylindrical ionophore (1) in which two diaza‐crown ethers are linked by two azobenzene pillars serves as a photoresponsive host molecule. In alkaline solution containing K+, (1) forms a cascade complex with dianionic guest molecules, but photoirradiated (1) which has a shortened cylinder cannot bind the guest molecules so effectively as (1). (1) solubilised in acidic aqueous solution by protonation of four tertiary nitrogens provides a hydrophobic cavity to bind several anionic azo dyes. The association is also suppressed by photoirradiation. The results indicate that parallel array of the azobenzene segments in (1) provides a host cavity and the photoinduced structural change is readily reflected by the association tendency. This is the first example for the photoresponsive inclusion complex.

AB - A cylindrical ionophore (1) in which two diaza‐crown ethers are linked by two azobenzene pillars serves as a photoresponsive host molecule. In alkaline solution containing K+, (1) forms a cascade complex with dianionic guest molecules, but photoirradiated (1) which has a shortened cylinder cannot bind the guest molecules so effectively as (1). (1) solubilised in acidic aqueous solution by protonation of four tertiary nitrogens provides a hydrophobic cavity to bind several anionic azo dyes. The association is also suppressed by photoirradiation. The results indicate that parallel array of the azobenzene segments in (1) provides a host cavity and the photoinduced structural change is readily reflected by the association tendency. This is the first example for the photoresponsive inclusion complex.

UR - http://www.scopus.com/inward/record.url?scp=84985108262&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84985108262&partnerID=8YFLogxK

U2 - 10.1002/ijch.198400052

DO - 10.1002/ijch.198400052

M3 - Article

VL - 24

SP - 302

EP - 306

JO - Israel Journal of Chemistry

JF - Israel Journal of Chemistry

SN - 0021-2148

IS - 4

ER -