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Synthesis and reactions of chromium tricarbonyl complexes of 5,10-dihydroindeno[2,1-a]indene

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    1-4,4a,10a-η6-5,10-Dihydroindeno[2,l-a]-indenechromium tricarbonyl was synthesized. Upon treatment with t-BuOK in THF at -65‡C the corresponding anion with the η6-structure was formed which irreversibly isomerized to the η5-form at 25‡C.

  2. 2.

    The η6- and η5-anions react with benzyl iodide regio- and stereospecifically. In the case of the6-anion attack of the electrophile proceeds at the carbon atom in position 5 and the entering benzyl group takes the exo position. The η5-anion is attacked at the metal atom and subsequent ricochet haptotropic rearrangemnet leads to an arene complex with the endo-benzyl group in position 5.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1383–1387, June, 1988.

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Trifonova, O.I., Galiullin, R.A., Ustynyuk, Y.A. et al. Synthesis and reactions of chromium tricarbonyl complexes of 5,10-dihydroindeno[2,1-a]indene. Russ Chem Bull 37, 1218–1222 (1988). https://doi.org/10.1007/BF00961935

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  • DOI: https://doi.org/10.1007/BF00961935

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