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DEUTERIUM ISOTOPE EFFECTS IN SOME INTRAMOLECULAR AROMATIC SUBSTITUTIONS

Journal Article · · Journal of the American Chemical Society (U.S.)
DOI:https://doi.org/10.1021/ja01546a026· OSTI ID:4314604

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)

Research Organization:
Rutgers Univ., New Brunswick, N.J.
Sponsoring Organization:
USDOE
NSA Number:
NSA-12-012541
OSTI ID:
4314604
Journal Information:
Journal of the American Chemical Society (U.S.), Journal Name: Journal of the American Chemical Society (U.S.) Vol. Vol: 80; ISSN JACSA
Country of Publication:
Country unknown/Code not available
Language:
English

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