Reactions of 1,3‐dihaloadamantanes with diphenylphosphide ions by the S RN 1 mechanism. Competition between intermolecular and intramolecular electron transfer reactions

The reactivity of 1,3‐dihaloadamantanes with diphenylphosphide ions (Ph 2 P − ) in liquid ammonia was studied. 1,3‐Dichloroadamantane (1a), 1‐bromo‐3‐chloroadamantane (1b) and 1,3‐dibromoadamantane (1c) reacted with Ph 2 P − ions under photostimulation by the S RN 1 mechanism. Irradiation of 1c with...

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Veröffentlicht in:Journal of physical organic chemistry 1994-11, Vol.7 (11), p.610-614
Hauptverfasser: Lukach, Andres E., Santiago, Ana. N., Rossi, Roberto A.
Format: Artikel
Sprache:eng
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Zusammenfassung:The reactivity of 1,3‐dihaloadamantanes with diphenylphosphide ions (Ph 2 P − ) in liquid ammonia was studied. 1,3‐Dichloroadamantane (1a), 1‐bromo‐3‐chloroadamantane (1b) and 1,3‐dibromoadamantane (1c) reacted with Ph 2 P − ions under photostimulation by the S RN 1 mechanism. Irradiation of 1c without Ph 2 P − ions gave no reaction (
ISSN:0894-3230
1099-1395
DOI:10.1002/poc.610071104