p ‐Quinoid Compounds by Nucleophilic Aromatic Substitution with Hydride as Leaving Group | Zendy

Hagel Marcel | Zendy; Liu Jianhui | Zendy; Muth Oliver | Zendy; Estevez Rivera Hebert Jesus | Zendy; Schwake Erik | Zendy; Sripanom Lertnarong | Zendy; Henkel Gerald | Zendy; Dyker Gerald | Zendy

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p ‐Quinoid Compounds by Nucleophilic Aromatic Substitution with Hydride as Leaving Group

Author(s) -

Hagel Marcel,

Liu Jianhui,

Muth Oliver,

Estevez Rivera Hebert Jesus,

Schwake Erik,

Sripanom Lertnarong,

Henkel Gerald,

Dyker Gerald

Publication year - 2007

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.200700177

Subject(s) - chemistry , hydride , nucleophile , nucleophilic aromatic substitution , nucleophilic substitution , leaving group , steric effects , substitution reaction , medicinal chemistry , cationic polymerization , tributyltin hydride , group (periodic table) , stereochemistry , organic chemistry , catalysis , hydrogen

Triarylmethylium tetrafluoroborates with a sterically shielded cationic center react with selected C‐ and N‐nucleophiles under nucleophilic aromatic substitution to give dipolar p ‐quinoid final products. The mechanistic rationale includes a hydride leaving group in analogy to the Tschitschibabin reaction. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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