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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Multicomponent reactions mediated by NbCl5 for the synthesis of phthalonitrile-quinoline dyads: Methodology, scope, mechanistic insights and applications in phthalocyanine synthesis

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Author(s):
Bartolomeu, Aloisio de A. [1] ; Brocksom, Timothy J. [1] ; da Silva Filho, Luiz C. [2] ; de Oliveira, Kleber T. [1]
Total Authors: 4
Affiliation:
[1] Fed Univ Sao Carlos UFSCar, Dept Chem, BR-13565905 Sao Carlos, SP - Brazil
[2] Sab Paulo State Univ UNESP, Sch Sci, Dept Chem, BR-17033360 Bauru, SP - Brazil
Total Affiliations: 2
Document type: Journal article
Source: DYES AND PIGMENTS; v. 151, p. 391-402, APR 2018.
Web of Science Citations: 1
Abstract

Herein, we demonstrate the efficiency of NbCl5 to promote a multicomponent reaction (MCR) for the synthesis of a library of phthalonitrile-quinoline dyads, which are very useful and new functionalized building blocks for phthalocyanine (PC) synthesis. Experimental mechanistic insights on the key MCR process are described, using a deuterated reagent, clearly showing the pericyclic nature of a hetero-Diels-Alder reaction. Examples of phthalocyanine (PC) syntheses were performed in order to demonstrate the versatility of the phthalonitrile-quinoline dyads. Preliminary photophysical measurements show that our phthalonitrile library is very promising for the production of new molecular scaffolds of PC derivatives with potential applications. (AU)

FAPESP's process: 14/24506-3 - Synthesis of high conjugated phthalocyanine and porphyrin derivatives: strategies using RMCs and Diels-Alder reactions
Grantee:Aloisio de Andrade Bartolomeu
Support Opportunities: Scholarships in Brazil - Doctorate
FAPESP's process: 11/13993-2 - Methodologies for the synthesis of bioactive terpenes
Grantee:Timothy John Brocksom
Support Opportunities: Regular Research Grants
FAPESP's process: 13/07276-1 - CEPOF - Optics and Photonic Research Center
Grantee:Vanderlei Salvador Bagnato
Support Opportunities: Research Grants - Research, Innovation and Dissemination Centers - RIDC
FAPESP's process: 15/21110-4 - Exploiting Photocatalyzed Reactions Under Continuous Flow Conditions by using Porphyrinoid Systems: (C-FlowPhotoChem)
Grantee:Kleber Thiago de Oliveira
Support Opportunities: Regular Research Grants