Fluoride-Mediated Boronic Acid Coupling Reactions

阅读量:

72

作者:

SW WrightDL HagemanLD Mcclure

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摘要:

Covalently-Linked porphyrin mono- and tetraquinones with well-defined distances and orientations were synthesized on the basis of two synthetic approaches. (1) The benzannulation of Fischer carbene complexes with meso-(alkynylphenyl)-substituted porphyrins, followed by oxidation, produced quinone-linked porphyrins, with both electron-donating and -withdrawing substituents on the quinone moieties. (2) The palladium-catalyzed Suzuki cross-coupling reactions of (2,5-dimethoxyphenyl)boronic acid with porphyrin meso-aryl triflates and aryl bromides, followed by subsequent demethylation and oxidation, gave meso-(benzoquinonylphenyl)-substituted porphyrins.

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DOI:

10.1021/jo00099a049

被引量:

705

年份:

1994

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