Revisiting the 7-Phospanorbornene Family: New P-Alkyl Derivatives

Tamara Kovács, Laura Sz Fülöp, Zoltán Mucsi, Konstantin Karaghiosoff, M. Czugler, G. Keglevich

Research output: Contribution to journalArticle

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Abstract

A series of 1-alkyl-3-methyl-2,5-dihydro-1H-phosphole oxides were converted to the corresponding phosphole oxides that, by the Diels-Alder reaction with N-maleimide derivatives or with another unit of phosphole oxide, yielded trapped phosphole oxides or phosphole oxide dimers, respectively, as new 7-phosphanorbornene 7-oxides. The stereostructures of three derivatives were evaluated by single crystal X-ray analysis. The regio- and stereospecific dimerization was studied by B3LYP/6-31G(d,p) quantum chemical calculations, whose results were in accord with syntheses. Novel mechanistic features were explored. The geometrical data obtained by single crystal X-ray analysis validated the results of quantum chemical calculations, as the deviation was less than 3%.

Original languageEnglish
Pages (from-to)335-347
Number of pages13
JournalHeteroatom Chemistry
Volume26
Issue number5
DOIs
Publication statusPublished - Sep 1 2015

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Oxides
Derivatives
X ray analysis
Single crystals
Dimerization
Dimers

ASJC Scopus subject areas

  • Chemistry(all)

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Revisiting the 7-Phospanorbornene Family : New P-Alkyl Derivatives. / Kovács, Tamara; Fülöp, Laura Sz; Mucsi, Zoltán; Karaghiosoff, Konstantin; Czugler, M.; Keglevich, G.

In: Heteroatom Chemistry, Vol. 26, No. 5, 01.09.2015, p. 335-347.

Research output: Contribution to journalArticle

Kovács, Tamara ; Fülöp, Laura Sz ; Mucsi, Zoltán ; Karaghiosoff, Konstantin ; Czugler, M. ; Keglevich, G. / Revisiting the 7-Phospanorbornene Family : New P-Alkyl Derivatives. In: Heteroatom Chemistry. 2015 ; Vol. 26, No. 5. pp. 335-347.
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