title: Efficient activation of aromatic C-H bonds for addition to C-C multiple bonds
abstract: Efficient electrophilic metalation of aromatic C-H bonds leading to new C-C bond formation through regio- and stereoselective addition to alkynes and alkenes has been realized by a catalytic amount (0.02 to 5 mole percent) of palladium(II) or platinum(II) compounds in a mixed solvent containing trifluoroacetic acid at room temperature. Various arenes undergo unexpected selective trans hydroarylation to terminal or internal C&cjs0812;C bonds inter- and intramolecularly with high efficiency (up to a turnover number of 4500 for palladium), especially for electron-rich arenes, giving thermodynamically unfavorable cis-alkenes, and the oxygen- and nitrogen-containing heterocycles. The simplicity, generality, and efficiency of this process should be very attractive to the possible industrial application for the functionalization of arenes.
authors.affiliation: Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Hakozaki, Fukuoka, 812-8581, Japan.
authors.initials: C
authors.lastname: Jia
authors.initials: D
authors.lastname: Piao
authors.initials: J
authors.lastname: Oyamada
authors.initials: W
authors.lastname: Lu
authors.initials: T
authors.lastname: Kitamura
authors.initials: Y
authors.lastname: Fujiwara