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A Bisphosphine Usable for Metal-free Hydrogenations
1,8-Bis(diphenylphosphino)naphthalene (1) has two diphenylphosphino groups and acts as a bulky Lewis base. The bulkiness of 1 is also effective for forming unquenched Lewis acid-base pairs, “frustrated Lewis pairs (FLPs)”, by treatment with a Lewis acid like tris(pentafluorophenyl)borane (2). Erker et al. have applied them to activate a molecular hydrogen and the subsequent metal-free hydrogenations of silyl enol ethers. In this reaction, molecular hydrogens seem to be activated by the FLP-induced acid-base cooperation.
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References
- Heterolytic dihydrogen activation with the 1,8-bis(diphenylphosphino)naphthalene/B(C6F5)3 pair and its application for metal-free catalytic hydrogenation of silyl enol ethers
