@article{10272/11558, year = {2011}, url = {http://hdl.handle.net/10272/11558}, abstract = {The complexes IPrMCl (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene, M = Cu, 1a; M = Au, 1b) in the presence of one equiv of NaBAr’4 (Ar’ = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate) catalyze the transfer of carbene groups :C(R)CO2Et (R = H, Me) from N2C(R)CO2Et affording products depending of the nature of the metal center. The copper-based catalyst exclusively provides a cycloheptatriene derivative from the Büchner reaction whereas the gold analog gives a mixture of products derived either from the formal insertion of the carbene unit into the aromatic C-H bond or from its addition to a double bond. In addition, no byproducts derived from carbene coupling are observed}, organization = {DGI (CTQ2008-00042BQU and Consolider Ingenio 2010, Grant CSD2006-0003) and Junta de Andalucía (P07-FQM-02870)}, publisher = {Beilstein-Institut}, keywords = {Carbene insertion}, keywords = {Copper catalysts}, keywords = {Diazoacetates}, keywords = {Gold catalysts}, keywords = {Naphthalene functionalization}, keywords = {Selective insertion}, title = {Gold-catalyzed naphthalene functionalization}, doi = {10.3762/bjoc.7.77}, doi = {10.3762/bjoc.7.77}, author = {Pérez Romero, Pedro José and Díaz Requejo, María Mar and Rivilla de la Cruz, Iván}, }