Reactivity of the geminal phosphinoborane tBu2PCH2BPh2 towards alkynes, nitriles, and nitrilium triflates
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| Publication date | 28-09-2017 |
| Journal | Dalton Transactions |
| Volume | Issue number | 46 | 36 |
| Pages (from-to) | 12284-12292 |
| Number of pages | 9 |
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| Abstract |
The reactivity of the geminal phosphinoborane tBu2PCH2BPh2 towards terminal alkynes, nitriles and nitrilium salts is investigated. Terminal alkynes react via
C–H bond splitting (deprotonation) resulting in the formation of
phosphonium borates. In contrast, both nitriles and nitrilium salts
undergo addition reactions resulting in the formation of five-membered
heterocycles. All compounds were characterized by multinuclear NMR
spectroscopy, and single-crystal X-ray structure determinations. Insight
into the reaction mechanisms was gained by DFT calculations.
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| Document type | Article |
| Note | With supplementary data |
| Language | English |
| Related dataset | CCDC 1555968: Experimental Crystal Structure Determination CCDC 1555970: Experimental Crystal Structure Determination CCDC 1555972: Experimental Crystal Structure Determination CCDC 1555969: Experimental Crystal Structure Determination CCDC 1555966: Experimental Crystal Structure Determination CCDC 1557521: Experimental Crystal Structure Determination CCDC 1555967: Experimental Crystal Structure Determination CCDC 1555971: Experimental Crystal Structure Determination |
| Published at | https://doi.org/10.1039/c7dt02570j |
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Reactivity
(Final published version)
Reactivity S1
(Other version)
Reactivity S2
(Other version)
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