Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 49, Pages 18567-18574Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja408815k
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Funding
- European Research Council
- Deutsche Forschungsgemeinschaft
- Cluster of Excellence RESOLV [EXC 1069]
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The intramolecular frustrated Lewis pair (FLP) Mes(2)PCH(2)CH(2)B(C6F5)(2) 4 adds cooperatively to carbon monoxide to form the five-membered heterocyclic carbonyl compound 5. The intramolecular FLP 7 contains an exo-3-B(C6F5)(2) Lewis acid and an endo-2-PMes(2) Lewis base functionality coordinated at the norbornane framework. This noninteracting FLP adds carbon monoxide in solution at -35 degrees C cooperatively to yield a five-membered heterocyclic FLP-carbonyl compound 8. In contrast, FLP 7 is carbonylated in a CO-doped argon matrix at 25 K to selectively form a borane carbonyl 9 without involvement of the adjacent phosphanyl moiety. The free FLP 7 was generated in the gas phase from its FLPH2 product 10. A DFT study has shown that the phosphonium hydrido borate zwitterion 10 is formed exergonically in solution but tends to lose H-2 when brought into the gas phase.
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