title: Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines.
abstract: Silylative reduction of nitriles was studied under transition metal-free conditions by using B(C6F5)3 as a catalyst with hydrosilanes as a reductant. Alkyl and (hetero)aryl nitriles were efficiently converted to primary amines or imines under mild conditions. The choice of silanes was found to determine the selectivity: while a full reduction of nitriles was highly facile, the use of sterically bulky silanes allowed for the partial reduction leading to N-silylimines.
authors.affiliation: †Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.|‡Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
authors.forename: Narasimhulu
authors.initials: N
authors.lastname: Gandhamsetty
authors.affiliation: †Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.|‡Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
authors.forename: Jinseong
authors.initials: J
authors.lastname: Jeong
authors.affiliation: †Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.|‡Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
authors.forename: Juhyeon
authors.initials: J
authors.lastname: Park
authors.affiliation: †Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.|‡Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
authors.forename: Sehoon
authors.initials: S
authors.lastname: Park
authors.affiliation: †Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.|‡Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
authors.forename: Sukbok
authors.initials: S
authors.lastname: Chang
mesh_terms: D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D002384:Catalysis; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles; D010084:Oxidation-Reduction; D012821:Silanes / Q000737:chemistry*
chemical_list: D000588:Amines; D007097:Imines; D009570:Nitriles; D012821:Silanes; D001895:Boron