A series of easily prepared, phosphine-ligated palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.
A series of easily prepared, phosphine-ligated n class="Chemical">palladium precatalysts based on the 2-aminobiphenyl scaffold have been prepared. The role of the precatalyst-associated labile halide (or pseudohalide) in the formation and stability of the palladacycle has been examined. It was found that replacing the chloride in the previous version of the precatalyst with a mesylate leads to a new class of precatalysts with improved solution stability and that are readily prepared from a wider range of phosphine ligands. The differences between the previous version of precatalyst and that reported here are explored. In addition, the reactivity of the latter is examined in a range of C-C and C-N bond forming reactions.
Authors: Thomas J Maimone; Phillip J Milner; Tom Kinzel; Yong Zhang; Michael K Takase; Stephen L Buchwald Journal: J Am Chem Soc Date: 2011-10-21 Impact factor: 15.419
Authors: Xiaohua Huang; Kevin W Anderson; Danilo Zim; Lei Jiang; Artis Klapars; Stephen L Buchwald Journal: J Am Chem Soc Date: 2003-06-04 Impact factor: 15.419
Authors: Beryl X Li; Diane N Le; Kyle A Mack; Andrew McClory; Ngiap-Kie Lim; Theresa Cravillion; Scott Savage; Chong Han; David B Collum; Haiming Zhang; Francis Gosselin Journal: J Am Chem Soc Date: 2017-07-26 Impact factor: 15.419
Authors: Eric R Welin; Aurapat Ngamnithiporn; Max Klatte; Guillaume Lapointe; Gerit M Pototschnig; Martina S J McDermott; Dylan Conklin; Christopher D Gilmore; Pamela M Tadross; Christopher K Haley; Kenji Negoro; Emil Glibstrup; Christian U Grünanger; Kevin M Allan; Scott C Virgil; Dennis J Slamon; Brian M Stoltz Journal: Science Date: 2018-12-20 Impact factor: 47.728
Authors: Gia L Hoang; Zhao-Di Yang; Sean M Smith; Rhitankar Pal; Judy L Miska; Damaris E Pérez; Libbie S W Pelter; Xiao Cheng Zeng; James M Takacs Journal: Org Lett Date: 2015-02-02 Impact factor: 6.005
Authors: Nitinchandra Dahyabhai Patel; Joshua D Sieber; Sergei Tcyrulnikov; Bryan J Simmons; Daniel Rivalti; Krishnaja Duvvuri; Yongda Zhang; Donghong A Gao; Keith R Fandrick; Nizar Haddad; Kendricks So Lao; Hari Prasad Reddy Mangunuru; Soumik Biswas; Bo Qu; Nelu Grinberg; Scott Pennino; Heewon Lee; Jinhua J Song; B Frank Gupton; Neil K Garg; Marisa C Kozlowski; Chris H Senanayake Journal: ACS Catal Date: 2018-09-20 Impact factor: 13.084