From thioether substituted porphyrins to sulfur linked porphyrin dimers: an unusual SNAr via thiolate displacement??
Chemical Communications Pub Date: 2013-11-11 DOI: 10.1039/C3CC46828C
Abstract
Treatment of meso 2-ethylhexyl-3-mercaptopropionate substituted porphyrins with base at room temperature generated a porphyrin thiolate anion which in situ reacted in a nucleophilic aromatic substitution (SNAr) reaction with remaining thioether derivative. This reaction yielded S-linked bisporphyrins in good yields, with mechanistic insight obtained via displacement reactions. Additionally, SNAr of the thioether chain was achieved using S- and organolithium nucleophiles.
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Journal Name:Chemical Communications
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CAS no.: 89640-58-4