Synthesis of brominated directly fused diporphyrins through gold(III)-mediated oxidation

Akhila K. Sahoo; Yasuyuki Nakamura; Naoki Aratani; Kil Suk Kim; Su Bum Noh; Hiroshi Shinokubo; Dongho Kim; Atsuhiro Osuka

doi:10.1021/ol061763f

Synthesis of brominated directly fused diporphyrins through gold(III)-mediated oxidation

Akhila K. Sahoo, Yasuyuki Nakamura, Naoki Aratani, Kil Suk Kim, Su Bum Noh, Hiroshi Shinokubo, Dongho Kim, Atsuhiro Osuka

Department of Chemistry

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

81 Citations (Scopus)

Abstract

Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl₃-AgOTf combination. In addition, palladium-catalyzed debromination of mesobromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.

Original language	English
Pages (from-to)	4141-4144
Number of pages	4
Journal	Organic Letters
Volume	8
Issue number	18
DOIs	https://doi.org/10.1021/ol061763f
Publication status	Published - 2006 Aug 31

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol061763f

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abstract = "Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl3-AgOTf combination. In addition, palladium-catalyzed debromination of mesobromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.",

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AU - Sahoo, Akhila K.

AU - Nakamura, Yasuyuki

AU - Aratani, Naoki

AU - Kim, Kil Suk

AU - Noh, Su Bum

AU - Shinokubo, Hiroshi

AU - Kim, Dongho

AU - Osuka, Atsuhiro

PY - 2006/8/31

Y1 - 2006/8/31

N2 - Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl3-AgOTf combination. In addition, palladium-catalyzed debromination of mesobromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.

AB - Highly efficient synthesis of meso,meso-dibromo doubly and triply fused diporphyrins has been achieved through a powerful oxidative coupling mediated by AuCl3-AgOTf combination. In addition, palladium-catalyzed debromination of mesobromoporphyrins has been developed. This debromination protocol enables employment of bromine as a protecting group for the reactive meso-position of porphyrins.

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EP - 4144

JO - Organic Letters

JF - Organic Letters

IS - 18

ER -

Synthesis of brominated directly fused diporphyrins through gold(III)-mediated oxidation

Abstract

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