Ohmic heating assisted synthesis of coumarinyl porphyrin derivatives

M. F.C. do Cardoso; A. T.P.C. Gomes; V. L.M. Silva; A. M.S. Silva; M. G.P.M.S. Neves; F. D.C. da Silva; V. F. Ferreira; J. A.S. Cavaleiro

doi:10.1039/c5ra11156k

Ohmic heating assisted synthesis of coumarinyl porphyrin derivatives

M. F.C. do Cardoso, A. T.P.C. Gomes, V. L.M. Silva^*, A. M.S. Silva, M. G.P.M.S. Neves, F. D.C. da Silva, V. F. Ferreira, J. A.S. Cavaleiro

^*Corresponding author for this work

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

16 Citations (Scopus)

Abstract

Ohmic heating offers a very efficient way of performing organic reactions using water as solvent. An efficient access to new coumarinyl porphyrin derivatives bearing pyrano[3,2-c]coumarin motifs at the β-pyrrolic position of porphyrin macrocycles is disclosed by using this type of heating. The synthetic strategy involved a sequential Knoevenagel and hetero-Diels-Alder reaction between 2-vinyl-5,10,15,20-tetraphenylporphyrinatozinc(ii) and α-methylenechromane derivatives generated in situ from 4-hydroxycoumarin and aromatic aldehydes in aqueous media. The results obtained under ohmic heating were compared with those obtained under conventional heating using water and also organic solvents.

Original language	English
Pages (from-to)	66192-66199
Number of pages	8
Journal	RSC Advances
Volume	5
Issue number	81
DOIs	https://doi.org/10.1039/c5ra11156k
Publication status	Published - 30 Jul 2015
Externally published	Yes

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title = "Ohmic heating assisted synthesis of coumarinyl porphyrin derivatives",

abstract = "Ohmic heating offers a very efficient way of performing organic reactions using water as solvent. An efficient access to new coumarinyl porphyrin derivatives bearing pyrano[3,2-c]coumarin motifs at the β-pyrrolic position of porphyrin macrocycles is disclosed by using this type of heating. The synthetic strategy involved a sequential Knoevenagel and hetero-Diels-Alder reaction between 2-vinyl-5,10,15,20-tetraphenylporphyrinatozinc(ii) and α-methylenechromane derivatives generated in situ from 4-hydroxycoumarin and aromatic aldehydes in aqueous media. The results obtained under ohmic heating were compared with those obtained under conventional heating using water and also organic solvents.",

author = "Cardoso, {M. F.C. do} and Gomes, {A. T.P.C.} and Silva, {V. L.M.} and Silva, {A. M.S.} and Neves, {M. G.P.M.S.} and Silva, {F. D.C. da} and Ferreira, {V. F.} and Cavaleiro, {J. A.S.}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2015",

month = jul,

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doi = "10.1039/c5ra11156k",

language = "English",

volume = "5",

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journal = "RSC Advances",

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T1 - Ohmic heating assisted synthesis of coumarinyl porphyrin derivatives

AU - Cardoso, M. F.C. do

AU - Gomes, A. T.P.C.

AU - Silva, V. L.M.

AU - Silva, A. M.S.

AU - Neves, M. G.P.M.S.

AU - Silva, F. D.C. da

AU - Ferreira, V. F.

AU - Cavaleiro, J. A.S.

PY - 2015/7/30

Y1 - 2015/7/30

N2 - Ohmic heating offers a very efficient way of performing organic reactions using water as solvent. An efficient access to new coumarinyl porphyrin derivatives bearing pyrano[3,2-c]coumarin motifs at the β-pyrrolic position of porphyrin macrocycles is disclosed by using this type of heating. The synthetic strategy involved a sequential Knoevenagel and hetero-Diels-Alder reaction between 2-vinyl-5,10,15,20-tetraphenylporphyrinatozinc(ii) and α-methylenechromane derivatives generated in situ from 4-hydroxycoumarin and aromatic aldehydes in aqueous media. The results obtained under ohmic heating were compared with those obtained under conventional heating using water and also organic solvents.

AB - Ohmic heating offers a very efficient way of performing organic reactions using water as solvent. An efficient access to new coumarinyl porphyrin derivatives bearing pyrano[3,2-c]coumarin motifs at the β-pyrrolic position of porphyrin macrocycles is disclosed by using this type of heating. The synthetic strategy involved a sequential Knoevenagel and hetero-Diels-Alder reaction between 2-vinyl-5,10,15,20-tetraphenylporphyrinatozinc(ii) and α-methylenechromane derivatives generated in situ from 4-hydroxycoumarin and aromatic aldehydes in aqueous media. The results obtained under ohmic heating were compared with those obtained under conventional heating using water and also organic solvents.

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DO - 10.1039/c5ra11156k

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VL - 5

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JO - RSC Advances

JF - RSC Advances

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ER -

Ohmic heating assisted synthesis of coumarinyl porphyrin derivatives

Abstract

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