Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

Eduard Dolusic; Suzanne Toppet; Stefan Smeets; Luc Van Meervelt; Bernard Tinant; Wim Dehaen

doi:10.1016/S0040-4020(02)01529-6

Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

Eduard Dolusic
, Suzanne Toppet
, Stefan Smeets
, Luc Van Meervelt
, Bernard Tinant
, Wim Dehaen

Namur Research Institute for Life Sciences

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

231 Downloads (Pure)

Abstract

Tetrapyrrole macrocycles, of which the pyrroles are connected by sp2 centers, were readily obtained from porphyrin tetraphenols by air oxidation under basic conditions, followed by N-alkylation. The degree of N-alkylation could be controlled and either di- or tetraalkylated derivatives are obtained in high yields.

Original language	English
Pages (from-to)	395-400
Number of pages	6
Journal	Tetrahedron
Volume	59
Issue number	3
DOIs	https://doi.org/10.1016/S0040-4020(02)01529-6
Publication status	Published - 2003

Keywords

porphotetramethenes
alkylation
meso-tetrakis

Access to Document

10.1016/S0040-4020(02)01529-6

1 s2Final published version, 282 KB

http://www.sciencedirect.com/science/article/pii/S0040402002015296

18 Citations
2 Poster

Porphotetramethenes (Calix[4]pyrroletetraquinomethides) from Oxidative N-Alkylation of Porphyrin Tetraphenols
Dolusic, E., Toppet, S., Smeets, S., Van Meervelt, L., Tinant, B. & Dehaen, W., 2001, p. 5th Sigma-Aldrich Organic Synthesis Meeting, Abstracts, Spa, Belgium, 06.-07.12.2001, pp. 11-11. 1 p.
Research output: Contribution to conference › Poster
Oxidative Alkylation of tetrakis(4-Hydroxyaryl)porphyrins
Dolusic, E., Smeets, S. & Dehaen, W., 2000, p. 4th Sigma-Aldrich Organic Synthesis Meeting, Abstracts, Spa, Belgium, 07.-08.12.2000. 1 p.
Research output: Contribution to conference › Poster

2 Participation in conference

5th Sigma-Aldrich Organic Synthesis Meeting
Dolusic, E. (Poster)
6 Dec 2001 → 7 Dec 2001
Activity: Participating in or organising an event types › Participation in conference
4th Sigma-Aldrich Organic Synthesis Meeting
Dolusic, E. (Poster)
7 Dec 2000 → 8 Dec 2000
Activity: Participating in or organising an event types › Participation in conference

PhD in organic chemistry Katholieke Universiteit Leuven, Belgium, 2000 - 2004 (Prof. Wim Dehaen)
Dolusic, E. (Author), 2004
Student thesis: Doc types › Doctor of Sciences

Cite this

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title = "Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols",

abstract = "Tetrapyrrole macrocycles, of which the pyrroles are connected by sp2 centers, were readily obtained from porphyrin tetraphenols by air oxidation under basic conditions, followed by N-alkylation. The degree of N-alkylation could be controlled and either di- or tetraalkylated derivatives are obtained in high yields. ",

keywords = " porphotetramethenes, alkylation, meso-tetrakis",

author = "Eduard Dolusic and Suzanne Toppet and Stefan Smeets and \{Van Meervelt\}, Luc and Bernard Tinant and Wim Dehaen",

year = "2003",

doi = "10.1016/S0040-4020(02)01529-6",

language = "English",

volume = "59",

pages = "395--400",

journal = "Tetrahedron",

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number = "3",

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T1 - Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

AU - Dolusic, Eduard

AU - Toppet, Suzanne

AU - Smeets, Stefan

AU - Van Meervelt, Luc

AU - Tinant, Bernard

AU - Dehaen, Wim

PY - 2003

Y1 - 2003

N2 - Tetrapyrrole macrocycles, of which the pyrroles are connected by sp2 centers, were readily obtained from porphyrin tetraphenols by air oxidation under basic conditions, followed by N-alkylation. The degree of N-alkylation could be controlled and either di- or tetraalkylated derivatives are obtained in high yields.

AB - Tetrapyrrole macrocycles, of which the pyrroles are connected by sp2 centers, were readily obtained from porphyrin tetraphenols by air oxidation under basic conditions, followed by N-alkylation. The degree of N-alkylation could be controlled and either di- or tetraalkylated derivatives are obtained in high yields.

KW - porphotetramethenes

KW - alkylation

KW - meso-tetrakis

U2 - 10.1016/S0040-4020(02)01529-6

DO - 10.1016/S0040-4020(02)01529-6

M3 - Article

VL - 59

SP - 395

EP - 400

JO - Tetrahedron

JF - Tetrahedron

IS - 3

ER -

Porphotetramethenes with 1,3-alternate conformation of pyrrole rings from oxidative N-alkylation of porphyrin tetraphenols

Abstract

Keywords

Access to Document

Fingerprint

Research output

Porphotetramethenes (Calix[4]pyrroletetraquinomethides) from Oxidative N-Alkylation of Porphyrin Tetraphenols

Oxidative Alkylation of tetrakis(4-Hydroxyaryl)porphyrins

Activities

5th Sigma-Aldrich Organic Synthesis Meeting

4th Sigma-Aldrich Organic Synthesis Meeting

Student theses

PhD in organic chemistry Katholieke Universiteit Leuven, Belgium, 2000 - 2004 (Prof. Wim Dehaen)

Cite this