Exploiting novel process windows for the synthesis of meso-substituted porphyrins under continuous flow conditions

Momo, Patrícia B.; Bellete, Barbara Sayuri; Brocksom, Timothy J.; Souza, Rodrigo O. M. A. de; Oliveira, Kléber T. de

doi:10.1039/c5ra16962c

Cited by 23 publications

(15 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In addition, another challenge is to introduce simple and cost-competitive synthetic routes [118] to access porphyrinods, since historically these compounds are considered rare due to low synthetic yields and tedious purification protocols. Therefore, it is necessary to incorporate enabling techniques for the optimisation of the production and utilization of these fascinating naturally inspired catalysts, and chemists must now consider these robust compounds for many new purposes.…”

Section: Perspectivesmentioning

confidence: 99%

Porphyrins as Catalysts in Scalable Organic Reactions

et al. 2016

View full text Add to dashboard Cite

Catalysis is a topic of continuous interest since it was discovered in chemistry centuries ago. Aiming at the advance of reactions for efficient processes, a number of approaches have been developed over the last 180 years, and more recently, porphyrins occupy an important role in this field. Porphyrins and metalloporphyrins are fascinating compounds which are involved in a number of synthetic transformations of great interest for industry and academy. The aim of this review is to cover the most recent progress in reactions catalysed by porphyrins in scalable procedures, thus presenting the state of the art in reactions of epoxidation, sulfoxidation, oxidation of alcohols to carbonyl compounds and C-H functionalization. In addition, the use of porphyrins as photocatalysts in continuous flow processes is covered.

show abstract

Section: Perspectivesmentioning

confidence: 99%

Porphyrins as Catalysts in Scalable Organic Reactions

et al. 2016

View full text Add to dashboard Cite

show abstract

“…Tetra( p -methoxylphenyl)porphyrin (T( p -OCH 3 )PP) was prepared according to the literature [25,26] with some revisions. In a three-necked flask, propionic acid (20 mL), acetic acid (10 mL), and o -nitrotoluene (10 mL) were added.…”

Section: Methodsmentioning

confidence: 99%

Highly Selective Oxygen/Nitrogen Separation Membrane Engineered Using a Porphyrin-Based Oxygen Carrier

et al. 2019

View full text Add to dashboard Cite

Air separation is very important from the viewpoint of the economic and environmental advantages. In this work, defect-free facilitated transport membranes based on poly(amide-12-b-ethylene oxide) (Pebax-2533) and tetra(p-methoxylphenyl)porphyrin cobalt chloride (T(p-OCH3)PPCoCl) were fabricated in systematically varied compositions for O2/N2 separation. T(p-OCH3)PPCoCl was introduced as carriers that selectively and reversibly interacted with O2 and facilitated O2 transport in the membrane. The T(p-OCH3)PPCoCl had good compatibility with the Pebax-2533 via the hydrogen bond interaction and formed a uniform and thin selective layer on the substrate. The O2 separation performance of the thin film composite (TFC) membranes was improved by adding a small amount of the T(p-OCH3)PPCoCl and decreasing the feed pressure. At the pressure of 0.035 MPa, the O2 permeability and O2/N2 selectivity of the 0.6 wt % T(p-OCH3)PPCoCl/Pebax-2533 was more than 3.5 times that of the Pebax-2533 TFC membrane, which reached the 2008 Robeson upper bound. It provides a candidate membrane material for O2/N2 efficient separation in moderate conditions.

show abstract

“…However, issues about why an electron-poor porphyrin such as tetrakis(pentafluorophenyl)porphyrin (TPFPP) is more efficient in an oxidative quenching compared to an electron-rich (e.g., TPP) remained to be elucidated. In this regard, our research group has contributed in the last 10 years with new porphyrin/chlorin synthetic methodologies, and applications of these compounds in photomedicine [23,[25][26][27]. Recently we reported a porphyrin-photocatalyzed protocol for the arylation of enol acetates and elucidated the mechanism explaining why the electron-deficient porphyrin TPFPP is more efficient than TPP in the whole process (Scheme 4A).…”

Section: Review Porphyrins As Photoredox Catalystsmentioning

confidence: 99%

Recent applications of porphyrins as photocatalysts in organic synthesis: batch and continuous flow approaches

Silva

Bartolomeu

et al. 2020

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

In this review we present relevant and recent applications of porphyrin derivatives as photocatalysts in organic synthesis, involving both single electron transfer (SET) and energy transfer (ET) mechanistic approaches. We demonstrate that these highly conjugated photosensitizers show increasing potential in photocatalysis since they combine both photo- and electrochemical properties which can substitute available metalloorganic photocatalysts. Batch and continuous-flow approaches are presented highlighting the relevance of enabling technologies for the renewal of porphyrin applications in photocatalysis. Finally, the reaction scale in which the methodologies were developed are highlighted since this is an important parameter in the authors’ opinion.

show abstract

Exploiting novel process windows for the synthesis of meso-substituted porphyrins under continuous flow conditions

Cited by 23 publications

References 65 publications

Porphyrins as Catalysts in Scalable Organic Reactions

Porphyrins as Catalysts in Scalable Organic Reactions

Highly Selective Oxygen/Nitrogen Separation Membrane Engineered Using a Porphyrin-Based Oxygen Carrier

Recent applications of porphyrins as photocatalysts in organic synthesis: batch and continuous flow approaches

Contact Info

Product

Resources

About