2,6-Bis(porphyrin)-substituted pyrazine

a new class of supramolecular synthon binding to a transition-metal ion and fullerene (C60)

Yusaku Eda, Kennosuke Itoh, Yoshio Ito, Toshio Kawato

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

2,6-Disubstituted-3,5-dimethylpyrazines have been synthesized via biased acetal synthesis from symmetric 2,3,5,6-tetrakis(chloromethyl)pyrazine. The pyrazine ligands coordinated to trans-dichloropalladium(II) at the nitrogen whose neighboring carbons were connected to less hindered methyl groups. 2,6-Bis(porphyrin)-substituted pyrazine bound C60 to yield 1:1 inclusion complex. The binding of C60 with the pyrazine ligand and its zinc complex was determined by ESI-MS, NMR, and fluorescence spectroscopic analyses.

Original languageEnglish
Pages (from-to)282-288
Number of pages7
JournalTetrahedron
Volume65
Issue number1
DOIs
Publication statusPublished - Jan 3 2009

Fingerprint

Pyrazines
Porphyrins
Transition metals
Metal ions
Metals
Ions
Ligands
Acetals
Zinc
Nitrogen
Carbon
Fluorescence
Nuclear magnetic resonance
fullerene C60

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

2,6-Bis(porphyrin)-substituted pyrazine : a new class of supramolecular synthon binding to a transition-metal ion and fullerene (C60). / Eda, Yusaku; Itoh, Kennosuke; Ito, Yoshio; Kawato, Toshio.

In: Tetrahedron, Vol. 65, No. 1, 03.01.2009, p. 282-288.

Research output: Contribution to journalArticle

@article{09c65fab836d46559618b8b4d97490c4,
title = "2,6-Bis(porphyrin)-substituted pyrazine: a new class of supramolecular synthon binding to a transition-metal ion and fullerene (C60)",
abstract = "2,6-Disubstituted-3,5-dimethylpyrazines have been synthesized via biased acetal synthesis from symmetric 2,3,5,6-tetrakis(chloromethyl)pyrazine. The pyrazine ligands coordinated to trans-dichloropalladium(II) at the nitrogen whose neighboring carbons were connected to less hindered methyl groups. 2,6-Bis(porphyrin)-substituted pyrazine bound C60 to yield 1:1 inclusion complex. The binding of C60 with the pyrazine ligand and its zinc complex was determined by ESI-MS, NMR, and fluorescence spectroscopic analyses.",
author = "Yusaku Eda and Kennosuke Itoh and Yoshio Ito and Toshio Kawato",
year = "2009",
month = "1",
day = "3",
doi = "10.1016/j.tet.2008.10.057",
language = "English",
volume = "65",
pages = "282--288",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "1",

}

TY - JOUR

T1 - 2,6-Bis(porphyrin)-substituted pyrazine

T2 - a new class of supramolecular synthon binding to a transition-metal ion and fullerene (C60)

AU - Eda, Yusaku

AU - Itoh, Kennosuke

AU - Ito, Yoshio

AU - Kawato, Toshio

PY - 2009/1/3

Y1 - 2009/1/3

N2 - 2,6-Disubstituted-3,5-dimethylpyrazines have been synthesized via biased acetal synthesis from symmetric 2,3,5,6-tetrakis(chloromethyl)pyrazine. The pyrazine ligands coordinated to trans-dichloropalladium(II) at the nitrogen whose neighboring carbons were connected to less hindered methyl groups. 2,6-Bis(porphyrin)-substituted pyrazine bound C60 to yield 1:1 inclusion complex. The binding of C60 with the pyrazine ligand and its zinc complex was determined by ESI-MS, NMR, and fluorescence spectroscopic analyses.

AB - 2,6-Disubstituted-3,5-dimethylpyrazines have been synthesized via biased acetal synthesis from symmetric 2,3,5,6-tetrakis(chloromethyl)pyrazine. The pyrazine ligands coordinated to trans-dichloropalladium(II) at the nitrogen whose neighboring carbons were connected to less hindered methyl groups. 2,6-Bis(porphyrin)-substituted pyrazine bound C60 to yield 1:1 inclusion complex. The binding of C60 with the pyrazine ligand and its zinc complex was determined by ESI-MS, NMR, and fluorescence spectroscopic analyses.

UR - http://www.scopus.com/inward/record.url?scp=56949083812&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=56949083812&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2008.10.057

DO - 10.1016/j.tet.2008.10.057

M3 - Article

VL - 65

SP - 282

EP - 288

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 1

ER -