Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 20, Pages 6018-6022Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201600903
Keywords
constitution; cyanates; fulminates; isomerism; phosphorus
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Funding
- ETH Zurich
- Sun-Yat Sen University
- China Postdoctoral Science Foundation [2015M572397]
- STP Project of Guangzhou [201504010031]
- NSF of Guangdong Province [S2013030013474]
- Janos Bolyai research fellowship
- NKFIH [PD 116329]
- China Scholarship Council
- NSF [CHE-1359809]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1359809] Funding Source: National Science Foundation
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The concept of isomerism is essential to chemistry and allows defining molecules with an identical composition but different connectivity (bonds) between their atoms (constitutional isomers) and/or a different arrangement in space (stereoisomers). The reaction of phosphanyl ketenes, (NHP)-P=C=O (NHP=N-heterocyclic phosphenium) with N-heterocyclic carbenes (NHCs) leads to phosphaheteroallenes (NHP)-O-P=C=NHC in which the PCO unit has been isomerized to OPC. Based on the isolation of several intermediates and DFT calculations, a mechanism for this fundamental isomerisation process is proposed.
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