Hydrocarbon Anions with High Stability. Part 2.1} Structure and Stability of Cyclopentadienide Ions with Condensed Aromatic Rings

Tomomi Kinoshita, Masaya Fujita, Hideyuki Kaneko, Ken'ichi Takeuchi, Kazunari Yoshizawa, Tokio Yamabe

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

The ionization-potential and oxidation-potential values have been examined as stability parameters in the gas and solution phase, respectively, for cyclopentadienide ions with from one to four condensed aromatic rings. They indicate that, without solvation effects, the condensed aromatic rings intrinsically stabilize the cyclopentadienide ion in solution as well as in the gas phase, and that an apparent destabilisation effect by the aromatic rings in solution is most probably ascribed to a decrease in the stabilizing solvation effects due to charge delocalization on the carbanions. Theoretical investigations from governing orbital interactions using the frontier orbital theory demonstrate that the essential stability of the cyclopentadienide ions is dependent on the structure, itself.

Original languageEnglish
Pages (from-to)1145-1149
Number of pages5
JournalBulletin of the Chemical Society of Japan
Volume71
Issue number5
DOIs
Publication statusPublished - May 1998
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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