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703087

Sigma-Aldrich

Hydrogen [4-di-tert-butylphosphino-2,3,5,6-tetrafluorophenyl]hydrobis(2,3,4,5,6-pentafluorophenyl)borate

97%

Synonym(s):

Frustrated phosphonium borate 1

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About This Item

Linear Formula:
H+ [(((CH3)3C)2PC6F4)B(H)(C6F5)2]-
CAS Number:
952208-49-0
Molecular Weight:
640.20
UNSPSC Code:
12352300
PubChem Substance ID:
329762428

Assay

97%

reaction suitability

reagent type: catalyst
core: boron

mp

222-227 °C

storage temp.

2-8°C

SMILES string

[H+].CC(C)(C)P(c1c(F)c(F)c([BH-](c2c(F)c(F)c(F)c(F)c2F)c3c(F)c(F)c(F)c(F)c3F)c(F)c1F)C(C)(C)C

InChI

1S/C26H19BF14P/c1-25(2,3)42(26(4,5)6)24-22(40)14(32)9(15(33)23(24)41)27(7-10(28)16(34)20(38)17(35)11(7)29)8-12(30)18(36)21(39)19(37)13(8)31/h27H,1-6H3/q-1/p+1

InChI key

KGYHXLYRDXKNBO-UHFFFAOYSA-O

General description

Frustrated phosphonium borate for metal-free catalytic hydrogenation of imines. Activates dihydrogen under mild conditions.

Application

Catalyst for metal-free catalytic hydrogenation

Reactant for formation of:
  • Frustrated Lewis reactants
  • Phosphine-boranes and cationic phosphonium-boranes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

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Gregory C Welch et al.
Science (New York, N.Y.), 314(5802), 1124-1126 (2006-11-18)
Although reversible covalent activation of molecular hydrogen (H2) is a common reaction at transition metal centers, it has proven elusive in compounds of the lighter elements. We report that the compound (C6H2Me3)2PH(C6F4)BH(C6F5)2 (Me, methyl), which we derived through an unusual
Metal-free catalytic hydrogenation.
Preston A Chase et al.
Angewandte Chemie (International ed. in English), 46(42), 8050-8053 (2007-08-19)

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