Arene complexes of transition metals in reactions with nucleophilic reagents: XXX. Reaction of pi-halomesitylene [tetramethyl(ethyl)cyclopentadienyl]rhodium(II) complexes with anions derived from CH acids

Arene complexes of transition metals in reactions with nucleophilic reagents: XXX. Reaction of pi-halomesitylene [tetramethyl(ethyl)cyclopentadienyl]rhodium(II) complexes with anions derived from CH acids Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2007, Volume: 43, Number: 12, Pages: 1765-1772 Pages count : 8 DOI: 10.1134/S1070428007120056

Authors

Goryunov L.I. ¹ , Romanova N.M. ^1,2 , Zhilovskii C.S. ³ , Shteingarts V.D. ^1,3

Affiliations

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia
2	Novosibirsk State Pedagogical University, Novosibirsk, Russia
3	Novosibirsk State University, Novosibirsk, Russia

Reactions of fluoro- and chloromesitylene pi-complexes [(eta(6)-1-Hlg-2,4,6-Me3C6H2)(eta(5) -C5EtMe4)Rh]-(BF4)(2) (Hlg = F, Cl) with diethyl malonate anion in THF or acetone-d(6) at 20 degrees C initially (within the first 530 min) involve nucleophile addition at unsubstituted carbon atom in the arene ligand with formation of pi-cyclohexadienyl complexes {[eta(5)-1-(EtOCO)(2)CH-1-H-3-Hlg-2,4,6-Me3C6H2](eta(5)-C5EtMe4)Rhj(BF4)(2), The subsequent replacement of the halogen atom yields {[eta(6)-1-(EtOCO)(2)CH-2,4,6-Me3C6H2](eta(5) -C5EtMe4)Rh}(BF4)(2), where the arene ligand is readily withdrawn from pi-coordination by the action of chloride ion or the solvent. Dimethyl mesitylmalonate was isolated in 76% yield. Likewise, the reactions with anions derived from malononitrile and ethyl cyanoacetate gave 25-38% of the corresponding derivatives 1-R-2,4,6-Me3C6H2 where R = (NC)(2)CH or EtOCO(NC)CH.

Goryunov L.I. , Romanova N.M. , Zhilovskii C.S. , Shteingarts V.D.
Arene complexes of transition metals in reactions with nucleophilic reagents: XXX. Reaction of pi-halomesitylene [tetramethyl(ethyl)cyclopentadienyl]rhodium(II) complexes with anions derived from CH acids
Russian Journal of Organic Chemistry. 2007. V.43. N12. P.1765-1772. DOI: 10.1134/S1070428007120056 WOS Scopus РИНЦ

Горюнов Л.И. , Романова Н.М. , Жиловский Г.С. , Штейнгарц В.Д.
АРЕНОВЫЕ КОМПЛЕКСЫ ПЕРЕХОДНЫХ МЕТАЛЛОВ В РЕАКЦИЯХ С НУКЛЕОФИЛЬНЫМИ РЕАГЕНТАМИ. XXX. ВЗАИМОДЕЙСТВИЕ -ГАЛОГЕНМЕЗИТИЛЕНОВЫХ. КОМПЛЕКСОВ [(ТЕТРАМЕТИЛЭТИЛЦИКЛОПЕНТАДИЕНИЛ) РОДИЯ]2+ С АНИОНАМИ ПРОИЗВОДНЫХ МАЛОНОВОЙ КИСЛОТЫ.
Журнал органической химии (RUSS J ORG CHEM+). 2007. Т.43. №12. С.1765-1771. РИНЦ

Submitted:	Nov 22, 2006
Published print:	Dec 1, 2007

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Scopus	2-s2.0-60349109655
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