Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 48, Pages 16764-16767Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja509963m
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- Nanyang Technological University
- Singapore Ministry of Education [MoE2013-T2-1-005]
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A diazadiphosphapentalene derivative 5 featuring a bent geometry with two phosphorus atoms at the bridgehead has been synthesized. Under mild conditions, compound 5 readily activated ammonia to afford 1-aza-2,3-diphospholene derivative 6 bearing an enamine group. The reaction is therefore viewed as a formal s-bond metathesis between an N-H bond of ammonia and an endocyclic P-N bond of 5. Details of the reaction mechanism for ammonia activation as well as subsequent isomerization were explored by density functional theory calculations.
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