Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins

Chris Welch; Stephen J. Archibald; Ross W. Boyle

doi:10.1055/s-0028-1083335

Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins

Chris Welch^*, Stephen J. Archibald, Ross W. Boyle

^*Corresponding author for this work

Imaging Chemistry & Biology

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

10 Citations (Scopus)

Abstract

Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can be introduced in this way in good yields, including cyclen aza-crown macrocycles.

Original language	English
Pages (from-to)	551-556
Number of pages	6
Journal	Synthesis
Issue number	4
DOIs	https://doi.org/10.1055/s-0028-1083335
Publication status	Published - 2009

Keywords

Amination
Cyclen
Porphyrin
Regioselec-tive
Substitution

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abstract = "Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can be introduced in this way in good yields, including cyclen aza-crown macrocycles.",

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AU - Welch, Chris

AU - Archibald, Stephen J.

AU - Boyle, Ross W.

PY - 2009

Y1 - 2009

N2 - Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can be introduced in this way in good yields, including cyclen aza-crown macrocycles.

AB - Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can be introduced in this way in good yields, including cyclen aza-crown macrocycles.

KW - Amination

KW - Cyclen

KW - Porphyrin

KW - Regioselec-tive

KW - Substitution

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U2 - 10.1055/s-0028-1083335

DO - 10.1055/s-0028-1083335

M3 - Article

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JO - Synthesis

JF - Synthesis

IS - 4

ER -

Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins

Abstract

Keywords

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