Deuterium Isotope Effects in Some Intramolecular Aromatic Substitutions

Deuterium Isotope Effects in Some Intramolecular Aromatic Substitutions

S>2-(2-Deuteriophenyll-benzaldehyde (I) has been allowed to react with di-t-butyl peroxide to give fluorenone. An isotope effect, k/sub H/k/sub D/, of 1.38 was observed for this reaction. 2-(2-Deuteriophenyll-benzoyl peroxide (In has been cyclized by heating to give the lactone of 2carboxy-2'...

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Veröffentlicht in:Journal of the American Chemical Society 1958-07, Vol.80 (13), p.3289-3290
Hauptverfasser: Denney, Donald B, Klemchuk, Peter P
Format: Artikel
Sprache:eng
Schlagworte:
DEUTERIUM
ISOTOPE EFFECTS
PHYSICS
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Zusammenfassung:S>2-(2-Deuteriophenyll-benzaldehyde (I) has been allowed to react with di-t-butyl peroxide to give fluorenone. An isotope effect, k/sub H/k/sub D/, of 1.38 was observed for this reaction. 2-(2-Deuteriophenyll-benzoyl peroxide (In has been cyclized by heating to give the lactone of 2carboxy-2'-hydroxybiphenyl (IIIa,b). An isotope effect of 1.32 for k/sub H/k/sub D/ was found for this reaction. Irradiation of 2-(2-deuteriophenyll-phenyldiazomethane (VI) gave fluorene. The isotope effect for this cyclization was found to be 1.12. (auth)
ISSN:0002-7863
1520-5126
DOI:10.1021/ja01546a026