Cooperative C60 binding to a porphyrin tetramer arranged around a p-terphenyl axis in 1:2 host-guest stoichiometry

Yohei Kubo; Atsushi Sugasaki; Masato Ikeda; Kazunori Sugiyasu; Kenshi Sonoda; Atsushi Ikeda; Masayuki Takeuchi; Seiji Shinkai

doi:10.1021/ol017299q

Cooperative C₆₀ binding to a porphyrin tetramer arranged around a p-terphenyl axis in 1:2 host-guest stoichiometry

Yohei Kubo, Atsushi Sugasaki, Masato Ikeda, Kazunori Sugiyasu, Kenshi Sonoda, Atsushi Ikeda, Masayuki Takeuchi, Seiji Shinkai

IMRAM - Materials-Measurement Hybrid Research Center

Kyushu University

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

94 Citations (Scopus)

Abstract

(equation presented) Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C₆₀) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C₆₀ to produce a 1:2 1/C₆₀ complex with association constants of 5800 M^-1 (K₁) and 2000 M^-1 (K₂). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.

Original language	English
Pages (from-to)	925-928
Number of pages	4
Journal	Organic Letters
Volume	4
Issue number	6
DOIs	https://doi.org/10.1021/ol017299q
Publication status	Published - 2002 Mar 21

Access to Document

10.1021/ol017299q

Cite this

@article{6966cd87c7c94c10be15ed8df2a7087f,

title = "Cooperative C60 binding to a porphyrin tetramer arranged around a p-terphenyl axis in 1:2 host-guest stoichiometry",

abstract = "(equation presented) Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K1) and 2000 M-1 (K2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.",

author = "Yohei Kubo and Atsushi Sugasaki and Masato Ikeda and Kazunori Sugiyasu and Kenshi Sonoda and Atsushi Ikeda and Masayuki Takeuchi and Seiji Shinkai",

year = "2002",

month = mar,

day = "21",

doi = "10.1021/ol017299q",

language = "English",

volume = "4",

pages = "925--928",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Cooperative C60 binding to a porphyrin tetramer arranged around a p-terphenyl axis in 1:2 host-guest stoichiometry

AU - Kubo, Yohei

AU - Sugasaki, Atsushi

AU - Ikeda, Masato

AU - Sugiyasu, Kazunori

AU - Sonoda, Kenshi

AU - Ikeda, Atsushi

AU - Takeuchi, Masayuki

AU - Shinkai, Seiji

PY - 2002/3/21

Y1 - 2002/3/21

N2 - (equation presented) Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K1) and 2000 M-1 (K2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.

AB - (equation presented) Porphyrin tetramer 1 was newly designed and synthesized to construct a novel cooperative [60]fullerene (C60) binding system. Compound 1 has a p-terphenyl axis, which is expected to act as a scaffold for a guest-binding information transducer. In toluene, 1 can bind 2 equiv of C60 to produce a 1:2 1/C60 complex with association constants of 5800 M-1 (K1) and 2000 M-1 (K2). These values are significantly greater than those for control porphyrin dimers such as 2 and 3.

UR - http://www.scopus.com/inward/record.url?scp=0001487626&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001487626&partnerID=8YFLogxK

U2 - 10.1021/ol017299q

DO - 10.1021/ol017299q

M3 - Article

C2 - 11893187

AN - SCOPUS:0001487626

SN - 1523-7060

VL - 4

SP - 925

EP - 928

JO - Organic Letters

JF - Organic Letters

IS - 6

ER -

Cooperative C₆₀ binding to a porphyrin tetramer arranged around a p-terphenyl axis in 1:2 host-guest stoichiometry

Abstract

Access to Document

Other files and links

Fingerprint

Cite this