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Comparative Synthetic Strategies for the Generation of 5,10‐ and 5,15‐Substituted Push‐Pull Porphyrins
Author(s) -
Meindl Alina,
Plunkett Shane,
Ryan Aoife A.,
Flanagan Keith J.,
Callaghan Susan,
Senge Mathias O.
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201700093
Subject(s) - chemistry , flexibility (engineering) , adaptability , combinatorial chemistry , surface modification , porphyrin , dye sensitized solar cell , nanotechnology , organic chemistry , materials science , ecology , statistics , mathematics , electrode , electrolyte , biology
Contemporary applications in optics, medicine, solar cells, or material science are increasingly reliant on unsymmetrically substituted porphyrins. Due to their widespread applications and rise in demand we undertook a comparative analysis of synthetic strategies for meso ‐substituted porphyrins and present the synthesis of five different series of so‐called A 2 BC push‐pull porphyrins. The synthetic pathways used were applied to both 5,15‐substituted and 5,10‐substituted porphyrins, showcasing their flexibility and adaptability for different needs. Our approach combines well‐known reactions with a strategic and logical stepwise functionalization allowing researchers to change and modify the electronic properties of these systems at various points of the syntheses. This facilitates the easy optimization of the synthesis of systems of current interest, for example, porphyrins for dye‐sensitized solar cells (DSSCs) or for use in nonlinear optics, as well as fast generation of compound libraries.