title: Site-Selective and Stereoselective trans-Hydroboration of 1,3-Enynes Catalyzed by 1,4-Azaborine-Based Phosphine-Pd Complex.
abstract: A concise synthesis of monobenzofused 1,4-azaborine phosphine ligands (Senphos) is described. These Senphos ligands uniquely support Pd-catalyzed trans-selective hydroboration of terminal and internal 1,3-enynes to furnish corresponding dienylboronates in high efficiency and diastereoselectivity. X-ray structural analysis of the Senphos-Pd(0) complex reveals a κ2-P-η2-BC coordination mode, and this isolated complex has been shown to serve as a competent catalyst for the trans-hydroboration reaction. This work demonstrates that the expanded chemical space provided by the BN/CC isosterism approach translates into the functional space in the context of stereoselective catalytic transformations.
authors: Department of Chemistry, Boston College , Chestnut Hill, Massachusetts 02467-3860, United States.
authors: Senmiao
authors: S
authors: Xu
authors: Department of Chemistry, Boston College , Chestnut Hill, Massachusetts 02467-3860, United States.
authors: Yuanzhe
authors: Y
authors: Zhang
authors: Department of Chemistry, Boston College , Chestnut Hill, Massachusetts 02467-3860, United States.
authors: Bo
authors: B
authors: Li
authors: Department of Chemistry, Boston College , Chestnut Hill, Massachusetts 02467-3860, United States.
authors: Shih-Yuan
authors: SY
authors: Liu
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001391:Azo Compounds / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001391:Azo Compounds; D056831:Coordination Complexes; D008024:Ligands; D010720:Phosphines; D010165:Palladium; D001895:Boron