B. de Bruin
- Metalloradical-Catalyzed Selective 1,2-Rh-H Insertion into the Aliphatic Carbon-Carbon Bond of Cyclooctane
- Volume | Issue number
- 34 | 12
- Pages (from-to)
- Document type
- Faculty of Science (FNWI)
- Van 't Hoff Institute for Molecular Sciences (HIMS)
The selective aliphatic carboncarbon activation of cyclo-octane (c-octane) was achieved via the Rh-II(ttp)-catalyzed 1,2-addition of Rh(ttp)H to give Rh(ttp)(n-octyl) (ttp = tetratolylporphyrinato dianion) in good yield under mild reaction conditions. This mechanism is further supported by DFT calculations. The reaction worked only with the sterically accessible Rh(ttp) porphyrin complex but not with the bulky Rh(tmp) system (tmp = tetrakismesitylporphyrinato dianion), thus showing the highly steric sensitivity of carboncarbon bond activation by transition metal complexes.
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