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The development of a quinone α-anion synthon. Utilization of a maleoylcobalt complex as a quinone surrogate and a dominant rolefor ligand effects

Jewell, Charles F ; Liebeskind, Lanny S

Inorganica Chimica Acta, 1994, Vol.222(1), pp.235-246 [Peer Reviewed Journal]

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Title:
The development of a quinone α-anion synthon. Utilization of a maleoylcobalt complex as a quinone surrogate and a dominant rolefor ligand effects
Author: Jewell, Charles F ; Liebeskind, Lanny S
Description: Previously it was demonstrated that maleoylcobalt and phthaloylcobalt complexes react with alkynes and produce substituted quinones after oxidative decomplexation. Herein is reported a study of the deprotonation of 3,4- dimethylmaleoylcobalt complexes leading to a reactive dienolate that on treatment with electrophiles provides new cobalt complexes functionalized at either the γ- or α-position of the dienolate. The γ/α ratio depends significantly on the steric demand of the maleoylcobalt complex auxiliary ligands with high γ-alkylation selectivity provided by 3,4-dimethylmaleoyl(pentamethylcyclopentadienyl)(SbPh 3 ). These γ-alkylated products react with alkynes to give a variety of pentamethylcyclopentadienylcobalt (substituted η 4 -benzoquinone) complexes that produce substituted benzoquinones on oxidative decomplexation.
Is Part Of: Inorganica Chimica Acta, 1994, Vol.222(1), pp.235-246
Identifier: ISSN: 0020-1693 ; E-ISSN: 1873-3255 ; DOI: 10.1016/0020-1693(94)03914-3
Subjects: Cobalt Complexes ; Maleoyl Complexes ; Quinone Complexes ; Chemistry
Language: English

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