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Activation of a Carbon–Oxygen Bond of Benzofuran by Precoordination of Manganese to the Carbocyclic Ring: A Model for Hydrodeoxygenation

✍ Scribed by Xiao Zhang; Eric J. Watson; Conor A. Dullaghan; Sergiu M. Gorun; Dwight A. Sweigart


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
98 KB
Volume
38
Category
Article
ISSN
0044-8249

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✦ Synopsis


Stable unsaturated heterocycles such as benzofuran are difficult to remove from petroleum by conventional catalytic hydrotreating. However, in a model system, coordination of Mn(CO)(3)(+) to the aromatic ring of benzofuran activates the C-O bond towards insertion of [Pt(PPh(3))(2)] [Eq. (1)]. The insertion is preceded by precoordination to the furan C=C bond; thus, the 2,3-dihydro analogue of 1, which lacks this double bond, does not undergo insertion of the Pt moiety.