Formation of supramolecular hetero-triads by controlling the hydrogen bonding of conjugate bases with a diprotonated porphyrin based on electrostatic interaction

Wataru Suzuki; Hiroaki Kotani; Tomoya Ishizuka; Yoshihito Shiota; Kazunari Yoshizawa; Takahiko Kojima

doi:10.1039/c7cc03635c

Formation of supramolecular hetero-triads by controlling the hydrogen bonding of conjugate bases with a diprotonated porphyrin based on electrostatic interaction

Wataru Suzuki, Hiroaki Kotani, Tomoya Ishizuka, Yoshihito Shiota, Kazunari Yoshizawa, Takahiko Kojima

Department of Fundamental Organic Chemistry

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

5 Citations (Scopus)

Abstract

The thermodynamic stability of diprotonated saddle-distorted dodecaphenylporphyrin (H₄DPP²⁺(X^-)₂) was controlled by the hydrogen-bonding strength of conjugate bases (X^-) of strong acids (HX) or acids (R⁺-COOH) having positively charged moieties. The thermodynamic control of H₄DPP²⁺(X^-)₂ made it possible to achieve selective formation of supramolecular hetero-triads, H₄DPP²⁺(X^-)(Cl^-).

Original language	English
Pages (from-to)	6359-6362
Number of pages	4
Journal	Chemical Communications
Volume	53
Issue number	47
DOIs	https://doi.org/10.1039/c7cc03635c
Publication status	Published - 2017

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
Chemistry(all)
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/c7cc03635c

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Formation of supramolecular hetero-triads by controlling the hydrogen bonding of conjugate bases with a diprotonated porphyrin based on electrostatic interaction. / Suzuki, Wataru; Kotani, Hiroaki; Ishizuka, Tomoya; Shiota, Yoshihito ; Yoshizawa, Kazunari; Kojima, Takahiko.

In: Chemical Communications, Vol. 53, No. 47, 2017, p. 6359-6362.

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

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title = "Formation of supramolecular hetero-triads by controlling the hydrogen bonding of conjugate bases with a diprotonated porphyrin based on electrostatic interaction",

abstract = "The thermodynamic stability of diprotonated saddle-distorted dodecaphenylporphyrin (H4DPP2+(X-)2) was controlled by the hydrogen-bonding strength of conjugate bases (X-) of strong acids (HX) or acids (R+-COOH) having positively charged moieties. The thermodynamic control of H4DPP2+(X-)2 made it possible to achieve selective formation of supramolecular hetero-triads, H4DPP2+(X-)(Cl-).",

author = "Wataru Suzuki and Hiroaki Kotani and Tomoya Ishizuka and Yoshihito Shiota and Kazunari Yoshizawa and Takahiko Kojima",

note = "Funding Information: This work was supported by a Grant-in-Aid (No. 24245011, 25107508, and 15H00861) from the Japan Society of Promotion of Science (JSPS, MEXT) of Japan and a grant from Yazaki Memorial Foundation for Science and Technology. Publisher Copyright: {\textcopyright} 2017 The Royal Society of Chemistry.",

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AU - Suzuki, Wataru

AU - Kotani, Hiroaki

AU - Ishizuka, Tomoya

AU - Shiota, Yoshihito

AU - Yoshizawa, Kazunari

AU - Kojima, Takahiko

N1 - Funding Information: This work was supported by a Grant-in-Aid (No. 24245011, 25107508, and 15H00861) from the Japan Society of Promotion of Science (JSPS, MEXT) of Japan and a grant from Yazaki Memorial Foundation for Science and Technology. Publisher Copyright: © 2017 The Royal Society of Chemistry.

PY - 2017

Y1 - 2017

N2 - The thermodynamic stability of diprotonated saddle-distorted dodecaphenylporphyrin (H4DPP2+(X-)2) was controlled by the hydrogen-bonding strength of conjugate bases (X-) of strong acids (HX) or acids (R+-COOH) having positively charged moieties. The thermodynamic control of H4DPP2+(X-)2 made it possible to achieve selective formation of supramolecular hetero-triads, H4DPP2+(X-)(Cl-).

AB - The thermodynamic stability of diprotonated saddle-distorted dodecaphenylporphyrin (H4DPP2+(X-)2) was controlled by the hydrogen-bonding strength of conjugate bases (X-) of strong acids (HX) or acids (R+-COOH) having positively charged moieties. The thermodynamic control of H4DPP2+(X-)2 made it possible to achieve selective formation of supramolecular hetero-triads, H4DPP2+(X-)(Cl-).

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Formation of supramolecular hetero-triads by controlling the hydrogen bonding of conjugate bases with a diprotonated porphyrin based on electrostatic interaction

Abstract

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