Abstract
Treatment of a mixture of isomeric (2-chloroethyl)-1,2,3,4-tetramethylcyclopentadienes with lithium diphenylphosphide leads to novel 4,5,6,7-tetramethylspiro[2,4]hepta-4,6-diene among the reaction products. The reaction of spiroheptadiene obtained with excess LiPPh2 at elevated temperature affords lithium 5-(2-diphenylphosphinoethyl)-1,2,3,4-tetramethylcyclopentadienide in almost quantitative yield. the regioselectivity of alkylation of the tetramethylcyclopentadienide anion is estimated from quantum-chemical calculations performedab initio for C5Mc4H−. The full charges on the ring carbon atoms are determined within the framework of Bader's theory of atomic fragments in molecules.
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Translated fromIzvestiya Akademii Nauk. Seriya, Khimicheskaya, No. 5, pp. 986–989, may, 1998.
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Krut'ko, D.P., Borzov, M.V., Veksler, E.N. et al. Lithium 5-(2-diphenylphosphinoethyl)-1,2,3,4-tetramethylcyclopentadienide: Regioselectivity of alkylation of the tetramethylcyclopentadienide anion. Russ Chem Bull 47, 956–959 (1998). https://doi.org/10.1007/BF02498168
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DOI: https://doi.org/10.1007/BF02498168