Anionic transition metal carbonylates in nucleophilic vinyl substitution reactions: VI. Reaction of perfluoro(3,3-dimethyl-1-butene) with [CpFe(CO)(2)]K and [Re(CO)(5)]Na. Effect of ion association

Citation
Pk. Sazonov et al., Anionic transition metal carbonylates in nucleophilic vinyl substitution reactions: VI. Reaction of perfluoro(3,3-dimethyl-1-butene) with [CpFe(CO)(2)]K and [Re(CO)(5)]Na. Effect of ion association, RUSS J ORG, 36(7), 2000, pp. 943-950
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
36
Issue
7
Year of publication
2000
Pages
943 - 950
Database
ISI
SICI code
1070-4280(200007)36:7<943:ATMCIN>2.0.ZU;2-4
Abstract
Nucleophilic vinyl substitution of fluoride ion in (CF3)(3)CCF=CF2 by the a ction of [CpFe(CO)(2)]K and [Re(CO)(5)]Na results in formation of sigma -al kenyl complexes (Z)-(CF3)(3)CCF=CFFe(CO)(2)Cp and (Z)-(CF3)(3)CCF=CFRe(CO)( 5.) The reaction of [Re(CO)(5)]Na with (CF3)(3)CCF=CF2 follows second-order kinetics and is favored by solvation and separation of [Re(CO)(5)]Na ion p airs. Nucleophilic substitution in the presence of a cryptand gives rise to an extremely active form of fluoride ion which promotes cleavage of (CF3)( 3)CCF=CF2 to [(CF3)(3)C](-).