Synthesis of β-Substituted meso-Tetraaryl-21,23-dithiaporphyrins by Heck Reaction

Luana da S.M. Forezi; Ana T.P.C. Gomes; Maria G.P.M.S. Neves; Vitor F. Ferreira; Fernanda da C.S. Boechat; Maria C.B.V. de Souza; José A.S. Cavaleiro

doi:10.1002/ejoc.201500812

Synthesis of β-Substituted meso-Tetraaryl-21,23-dithiaporphyrins by Heck Reaction

Luana da S.M. Forezi, Ana T.P.C. Gomes, Maria G.P.M.S. Neves^*, Vitor F. Ferreira, Fernanda da C.S. Boechat, Maria C.B.V. de Souza, José A.S. Cavaleiro

^*Corresponding author for this work

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

5 Citations (Scopus)

Abstract

meso-Tetraphenyl-21,23-dithiaporphyrin was selectively monobrominated at one β-pyrrolic position in good yields. This dithiaporphyrin was then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile was found to depend on the electronic characteristics of the styrene derivatives; the new compounds were fully characterized.

Original language	English
Pages (from-to)	5909-5913
Number of pages	5
Journal	European Journal of Organic Chemistry
Volume	2015
Issue number	27
DOIs	https://doi.org/10.1002/ejoc.201500812
Publication status	Published - 1 Sept 2015
Externally published	Yes

Keywords

Electronic effects
Macrocycles
Porphyrinoids
Synthetic methods

Access to Document

10.1002/ejoc.201500812

Cite this

@article{6ae8e08dc20b428a8f2a56125c121016,

title = "Synthesis of β-Substituted meso-Tetraaryl-21,23-dithiaporphyrins by Heck Reaction",

abstract = "meso-Tetraphenyl-21,23-dithiaporphyrin was selectively monobrominated at one β-pyrrolic position in good yields. This dithiaporphyrin was then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile was found to depend on the electronic characteristics of the styrene derivatives; the new compounds were fully characterized.",

keywords = "Electronic effects, Macrocycles, Porphyrinoids, Synthetic methods",

author = "Forezi, {Luana da S.M.} and Gomes, {Ana T.P.C.} and Neves, {Maria G.P.M.S.} and Ferreira, {Vitor F.} and Boechat, {Fernanda da C.S.} and Souza, {Maria C.B.V. de} and Cavaleiro, {Jos{\'e} A.S.}",

note = "Publisher Copyright: {\textcopyright} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2015",

month = sep,

day = "1",

doi = "10.1002/ejoc.201500812",

language = "English",

volume = "2015",

pages = "5909--5913",

journal = "European Journal of Organic Chemistry",

issn = "1434-193X",

publisher = "Wiley-VCH Verlag",

number = "27",

}

TY - JOUR

T1 - Synthesis of β-Substituted meso-Tetraaryl-21,23-dithiaporphyrins by Heck Reaction

AU - Forezi, Luana da S.M.

AU - Gomes, Ana T.P.C.

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

AU - Ferreira, Vitor F.

AU - Boechat, Fernanda da C.S.

AU - Souza, Maria C.B.V. de

AU - Cavaleiro, José A.S.

PY - 2015/9/1

Y1 - 2015/9/1

N2 - meso-Tetraphenyl-21,23-dithiaporphyrin was selectively monobrominated at one β-pyrrolic position in good yields. This dithiaporphyrin was then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile was found to depend on the electronic characteristics of the styrene derivatives; the new compounds were fully characterized.

AB - meso-Tetraphenyl-21,23-dithiaporphyrin was selectively monobrominated at one β-pyrrolic position in good yields. This dithiaporphyrin was then functionalized by Heck reaction with styrene derivatives containing different electronic features. The reaction profile was found to depend on the electronic characteristics of the styrene derivatives; the new compounds were fully characterized.

KW - Electronic effects

KW - Macrocycles

KW - Porphyrinoids

KW - Synthetic methods

UR - http://www.scopus.com/inward/record.url?scp=84941600696&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201500812

DO - 10.1002/ejoc.201500812

M3 - Article

AN - SCOPUS:84941600696

SN - 1434-193X

VL - 2015

SP - 5909

EP - 5913

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 27

ER -

Synthesis of β-Substituted meso-Tetraaryl-21,23-dithiaporphyrins by Heck Reaction

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this