578940

Tri-tert-butylphosphonium tetrafluoroborate

97%

• Synonym(s): TTBP · HBF₄, [(t-Bu)₃PH]BF₄
• Linear Formula: [[(CH₃)₃C]₃PH]BF₄
• CAS Number: 131274-22-1
• Molecular Weight: 290.13
• MDL number: MFCD04039975
• UNSPSC Code: 12352101
• PubChem Substance ID: 24880961
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• reaction suitability: reaction type: Cross Couplings; reagent type: ligand; reaction type: Addition Reactions; reagent type: ligand; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: ligand; reaction type: Carbonylations; reagent type: ligand; reaction type: Heck Reaction; reagent type: ligand; reaction type: Negishi Coupling; reagent type: ligand; reaction type: Sonogashira Coupling; reagent type: ligand; reaction type: Stille Coupling; reagent type: ligand; reaction type: Suzuki-Miyaura Coupling
• mp: 261 °C (lit.)
• functional group: phosphine
• SMILES string: F[B-](F)(F)F.CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C
• InChI: 1S/C12H27P.BF4/c1-10(2,3)13(11(4,5)6)12(7,8)9;2-1(3,4)5/h1-9H3;/q;-1/p+1
• InChI key: YTJUCJAUJCXFTN-UHFFFAOYSA-O

Description

Application

Hindered Phosphine salt employed with a Pd(0)-15-membered, triolefinic, macrocyle in Suzuki cross-coupling reactions of aryl bromides and chlorides. Also used in Heck coupling of non-activated vinyl tosylates with electron deficient olefins.

Ligand used in the Pd-catalyzed enantioselective α−arylation of N-boc-pyrrolidine.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves