Merging pyridine(s) with porphyrins and analogues: An overview of synthetic approaches. (July 2021)

• Record Type: Journal Article
• Authors: Vallejo, Mariana C.S.; Reis, Melani J.A.; Pereira, Ana M.V.M.; Serra, Vanda Vaz; Cavaleiro, José A.S.; Moura, Nuno M.M.; Neves, M. Graça P.M.S.
• Is Part Of: Dyes and pigments. Volume 191(2021)
• Publication Date: 2021-07
• Subjects: Porphyrinoids -- Pyridyl/pyridinium substituents -- Transition-metal catalyzed cross-coupling reactions -- Cycloadditions -- Supramolecular chemistry -- Medicine; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2021.109298
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Synthetic methodologies leading to porphyrinoids conjugated to pyridyl/pyridinium units are of longstanding interest in view of the possible application of the obtained derivatives in several fields like medicine, (photo)catalysis, chemosensing and supramolecular chemistry. This review highlights different synthetic approaches including cycloaddition reactions, metal catalyzed cross-couplings, cationization, or more conventional condensation reactions of dipyrromethanes or aldehydes with pyrrole in acidic conditions, envisaged by several research groups to obtain these high value-added porphyrins and analogues. Graphical abstract: Image 1 Highlights: Covers methodologies to prepare porphyrin-pyridyl/pyridinium derivatives. Several synthetic approaches to introduce/modify pyridyl units are discussed. Discussion extended to other porphyrin-based macrocyles. Applications in biological and materials fields are also considered.