Halogenation of porphin and octaethylporphin

Samuels, Eric R.; Shuttleworth, R. G.; Stevens, T. S.

doi:10.1039/j39680000145

Cited by 17 publications

(10 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These data confirm the result obtained in [32]. With N-bromosuccinimide it is possible to obtain a full range of substituted porphyrins containing various numbers of bromine atoms -from one to eight [59,64,71,91]. Hexabrominated porphyrin was isolated as a side product during the production of the octabrominated porphyrin [56].…”

supporting

confidence: 90%

“…The bromination of β-octaethylporphyrin 16 with bromine leading to the formation of the mesotetrabrominated compound 17 takes place in hot acetic acid and does not take place in boiling chloroform [71].…”

Section: β-Polyalkylporphyrinsmentioning

confidence: 99%

“…Although it was reported in [71] that β-monobrominated porphin is formed during the bromination of porphin with bromine in CHCl 3 or with N-bromosuccinimide (NBS) in carbon tetrachloride and boiling subsequent attempts to reproduce the obtained results were unsuccessful [62].…”

mentioning

confidence: 96%

See 2 more Smart Citations

Bromination of porphyrins (Review)

Chumakov

Khoroshutin

Anisimov

et al. 2009

Chem Heterocycl Comp

View full text Add to dashboard Cite

show abstract

supporting

confidence: 90%

Section: β-Polyalkylporphyrinsmentioning

confidence: 99%

See 1 more Smart Citation

Bromination of porphyrins (Review)

Chumakov

Khoroshutin

Anisimov

et al. 2009

Chem Heterocycl Comp

View full text Add to dashboard Cite

show abstract

“…The first such investigation was reported in 1968 by Samuels et al who studied the bromination, chlorination, and iodination of porphine [30]. It was found that direct chlorination of porphine resulted in low yields.…”

Section: Reactivity S E Armentioning

confidence: 94%

Porphyrin (porphine) — A neglected parent compound with potential

Senge

Davis

2010

J. Porphyrins Phthalocyanines

View full text Add to dashboard Cite

ABSTRACT:Porphine is the parent compound of a family of biologically and chemically relevant compounds called porphyrins. The potential of these compounds is enormous and it would be advantageous to use the porphine (porphyrin) unit as a building block for the synthesis of diverse porphyrin complexes with a wide range of applications. However, despite first being synthesised over seventy years ago, porphine has not been utilized to its full extent due to low yield syntheses and poor solubility. Recent advances have now overcome many of these problems. The purpose of this review is to illustrate the advances made in porphine chemistry to illustrate the inherent potential of this simple compound. KEYWORDS:Porphine, porphyrin, metalloporphyrin, tetrapyrroles.

show abstract

“…Having established a convenient synthetic method for the peripheric perhalogenation of meso-arylporphyrins [16,17], we decided to exploit the performance of the manganese complexes of these fully β-halogenated porphyrins which were then claimed [18][19][20][21] particularly promising as highly active and stable as oxidation catalysts. For the specific purpose of hydrogen peroxide oxidations using the type of conditions we were exploiting, we came to conclude that some of the then expected advantage of such complexes as oxidation catalysts were not fulfilled.…”

mentioning

confidence: 99%

ChemInform Abstract: What Do we Know about Metalloporphyrin Catalytic Oxidations?

Gonsalves

2002

ChemInform

View full text Add to dashboard Cite

While oxidation may be considered one of the nasty chemical events we are faced with, it is also an important useful reaction playing a fundamental role in the living processes whose control in 'man made' chemical reactivity is extremely relevant.Essential to the importance of oxidation on its role into the living processes is the smoothness and delicate control of the phenomenon allowing for its occurrence in a delicate tailored way.The first approach to mimicking natural oxidation involved the plain replay of the natural enzymatic oxidation using simple metalloporphyrins in the presence of an axial ligand and using the singular mono-oxygen donor iodosyl benzene. Such a simple model demonstrated the feasibility of the artificial approach.In a second generation of studies, far better catalysts and catalytic conditions were established.From those, considerable progress was made to the present day. Experimental and theoretical studies on the mechanism of the catalytic oxidations allowed for the development of very promising and useful reactions where the most desirable oxidants can be used to perform efficient and selective reactions providing that specific catalysts, oxidants and reaction conditions are properly selected.To the common man oxidation is a word of concern, without realising that besides the undesirable phenomena he associates to the word, oxidation is also a basic phenomenon he himself very much depends on. As a source of energy in the diverse spectacular combustion processes, but also in the peaceful chemical events which sustain life, his own life. We, as we are, would not be concerned with oxidation were it not for the importance of those quiet manifestations of oxidative processes.An admirable characteristic of the spirit of man is that if he starts to understand something, hardly stops to desire penetrating deeper and deeper in the knowledge of the facts. The reward is not only intellectual delight but also the capacity to manipulate nature to our own advantage.Combustion was a phenomenon known to primitive man. After chemistry has risen from the darkness of phlogiston establishing the importance of oxygen, the relationship between "fire combustions" and respiratory events came to light with the concept of "cold combustions". The story follows, and the desire to understand and mimic the oxidation enzymes and their performance made germinate an ambitious but sound research effort that has produced many important results.

show abstract

Halogenation of porphin and octaethylporphin

Cited by 17 publications

References 0 publications

Bromination of porphyrins (Review)

Bromination of porphyrins (Review)

Porphyrin (porphine) — A neglected parent compound with potential

ChemInform Abstract: What Do we Know about Metalloporphyrin Catalytic Oxidations?

Contact Info

Product

Resources

About