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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.)

Synthesis of non-aggregating chlorins and isobacteriochlorins from meso-tetralcis(pentafluorophenyl)porphyrin: a study using 1,3-dipolar cycloadditions under mild conditions

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Author(s):
de Souza, Juliana M. [1] ; de Assis, Francisco F. [1] ; Carvalho, Carla M. B. [1] ; Cavaleiro, Jose A. S. [2, 3] ; Brocksom, Timothy J. [1] ; de Oliveira, Kleber T. [1]
Total Authors: 6
Affiliation:
[1] Univ Fed Sao Carlos UFSCar, Dept Quim, BR-13565905 Sao Carlos, SP - Brazil
[2] Univ Aveiro, Dept Chem, P-3810193 Aveiro - Portugal
[3] Univ Aveiro, QOPNA, P-3810193 Aveiro - Portugal
Total Affiliations: 3
Document type: Journal article
Source: Tetrahedron Letters; v. 55, n. 8, p. 1491-1495, FEB 19 2014.
Web of Science Citations: 14
Abstract

The 1,3-dipolar cycloaddition of meso-tetrakis(pentafluorophenyl)porphyrin and its nickel complex, with the bulky azomethine ylide dipole was studied under mild conditions, and yielded chlorin and isobacteriochlorin derivatives self-prevented from aggregation. The reactions were performed at room temperature or 0 degrees C, and we were able to establish a set of reaction conditions to obtain only the chlorin or the isobacteriochlorin. These compounds were evaluated in solution, and no aggregation was observed at less than 25 mM (similar to 30 mg mL(-1)) using H-1 NMR experiments. (C) 2014 Elsevier Ltd. All rights reserved. (AU)

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: 12/14328-5 - 1,3-Dipolar Reactions on the Synthesis of Chlorins with low Aggregation
Grantee:Juliana Maria de Souza
Support Opportunities: Scholarships in Brazil - Scientific Initiation
FAPESP's process: 12/24096-4 - Tetrabromobacteriochlorins in Cross-Coupling Reactions: Approaches for the Synthesis of Highly Conjugated Systems
Grantee:Francisco Fávaro de Assis
Support Opportunities: Scholarships in Brazil - Doctorate