Spectrometry and reactivity of phenalenyl anions

Mark A. Hempenius, Wouter Heinen, Patrick P.J. Mulder, Cees Erkelens, Han Zuilhof, Johan Lugtenburg, Jan Cornelisse*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

13 Citations (Scopus)

Abstract

The aromatic odd‐alternant phenalenyl anion and a number of its derivatives were prepared in order to study the perturbation of this conjugated anion by methyl and methoxy groups. The conjugated anions were studied by means of 1H and 13C NMR spectrometry, alkylation experiments and semi‐empirical calculations. It was found that a substituent at a charged carbon atom perturbs the entire conjugated system, whereas substituents at inactive (uncharged) carbon atoms have a large effect on the positions ortho to the substituent.

Original languageEnglish
Pages (from-to)296-302
Number of pages7
JournalJournal of physical organic chemistry
Volume7
Issue number6
DOIs
Publication statusPublished - Jun 1994
Externally publishedYes

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