Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media

Hyun Jung Kim; Duong Tuan Quang; Jooyeon Hong; Guipeun Kang; Sihyun Ham; Jong Seung Kim

doi:10.1016/j.tet.2007.05.130

Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media

Hyun Jung Kim
, Duong Tuan Quang
, Jooyeon Hong
, Guipeun Kang
, Sihyun Ham^*
, Jong Seung Kim

^*Corresponding author for this work

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

19 Citations (Scopus)

Abstract

Variations in the ratio of monomer/excimer emissions from pyrenyl groups bound to a calix[4]arene through facing carboxamidomethyl substituents have been investigated in H₂O/CH₃CN mixtures. Above a level of 50% H₂O, monomer emission declines and the excimer emission concomitantly increases. DFT calculations support the argument that disruption of intramolecular NHO bonds by water results in a geometry, which favors contact of the pyrene units and thus a strong excimer emission. Addition of Fe(III) to a H₂O/CH₃CN (4:1, v/v) solution of 1 at pH 6.1 quenches both monomer and excimer emissions through electron transfer (eT) from excited pyrene to the metal ion.

Original language	English
Pages (from-to)	10788-10792
Number of pages	5
Journal	Tetrahedron
Volume	63
Issue number	44
DOIs	https://doi.org/10.1016/j.tet.2007.05.130
Publication status	Published - 2007 Oct 29

Bibliographical note

Funding Information:
This work was supported by the SRC Research centre for Women's Diseases of Sookmyung Women's University.

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tet.2007.05.130

Cite this

@article{acb0423196804a51a0f9cbdeed9c65ec,

title = "Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media",

abstract = "Variations in the ratio of monomer/excimer emissions from pyrenyl groups bound to a calix[4]arene through facing carboxamidomethyl substituents have been investigated in H2O/CH3CN mixtures. Above a level of 50\% H2O, monomer emission declines and the excimer emission concomitantly increases. DFT calculations support the argument that disruption of intramolecular NHO bonds by water results in a geometry, which favors contact of the pyrene units and thus a strong excimer emission. Addition of Fe(III) to a H2O/CH3CN (4:1, v/v) solution of 1 at pH 6.1 quenches both monomer and excimer emissions through electron transfer (eT) from excited pyrene to the metal ion.",

author = "Kim, \{Hyun Jung\} and Quang, \{Duong Tuan\} and Jooyeon Hong and Guipeun Kang and Sihyun Ham and Kim, \{Jong Seung\}",

note = "Funding Information: This work was supported by the SRC Research centre for Women's Diseases of Sookmyung Women's University. ",

year = "2007",

month = oct,

day = "29",

doi = "10.1016/j.tet.2007.05.130",

language = "English",

volume = "63",

pages = "10788--10792",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Ltd",

number = "44",

}

TY - JOUR

T1 - Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media

AU - Kim, Hyun Jung

AU - Quang, Duong Tuan

AU - Hong, Jooyeon

AU - Kang, Guipeun

AU - Ham, Sihyun

AU - Kim, Jong Seung

N1 - Funding Information: This work was supported by the SRC Research centre for Women's Diseases of Sookmyung Women's University.

PY - 2007/10/29

Y1 - 2007/10/29

N2 - Variations in the ratio of monomer/excimer emissions from pyrenyl groups bound to a calix[4]arene through facing carboxamidomethyl substituents have been investigated in H2O/CH3CN mixtures. Above a level of 50% H2O, monomer emission declines and the excimer emission concomitantly increases. DFT calculations support the argument that disruption of intramolecular NHO bonds by water results in a geometry, which favors contact of the pyrene units and thus a strong excimer emission. Addition of Fe(III) to a H2O/CH3CN (4:1, v/v) solution of 1 at pH 6.1 quenches both monomer and excimer emissions through electron transfer (eT) from excited pyrene to the metal ion.

AB - Variations in the ratio of monomer/excimer emissions from pyrenyl groups bound to a calix[4]arene through facing carboxamidomethyl substituents have been investigated in H2O/CH3CN mixtures. Above a level of 50% H2O, monomer emission declines and the excimer emission concomitantly increases. DFT calculations support the argument that disruption of intramolecular NHO bonds by water results in a geometry, which favors contact of the pyrene units and thus a strong excimer emission. Addition of Fe(III) to a H2O/CH3CN (4:1, v/v) solution of 1 at pH 6.1 quenches both monomer and excimer emissions through electron transfer (eT) from excited pyrene to the metal ion.

UR - https://www.scopus.com/pages/publications/34548696400

U2 - 10.1016/j.tet.2007.05.130

DO - 10.1016/j.tet.2007.05.130

M3 - Article

AN - SCOPUS:34548696400

SN - 0040-4020

VL - 63

SP - 10788

EP - 10792

JO - Tetrahedron

JF - Tetrahedron

IS - 44

ER -

Ratiometry of monomer/excimer emissions of dipyrenyl calix[4]arene in aqueous media

Abstract

Bibliographical note

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this