101235
Tetrabutylammonium triphenyldifluorosilicate
TBAT
TBAT CAS: 163931-61-1 mp: 150 - 151°C TBAT is an anhydrous, white, crystalline solid with a melting point of 150 - 151 °C. This salt is not hygroscopic and is soluble in most organic solvents. TBAT is a promising new fluoride source for nucleophilic displacement reactions and cleavage of carbon silicon bonds.
Additionally, TBAT is an efficient arylation reagent for alkyl halides and pseudo-halides under Pd-catalyzed conditions.
Applications: A. Fluorination: non-basic fluoride anion (F-) surrogate (1,2)
B. Cleavage of Carbon Silicon Bonds under Non-Basic Conditions (3)
C. Transfer of Aryl Groups in Pd-Catalyzed Coupling Reactions (4,5)
An alternative to Aryl Stannane Derivatives
References
| (1) | Pilcher, A.S.; DeShong, P. J. Org . Chem. 1993, 58 , 5130-5134 |
| (2) | Pilcher, A.S.; Schwantes, J.W.; Loezos, P.; Lee, V.; Slover, A.L.; DeShong, P.J. Org. Chem.., (in preparation). |
| (3) | Pilcher, A.S.; DeShong, P. J. Org . Chem. 1996, 61 , 6901-6905 |
| (4) | Brescia, M-R.; DeShong, P. J. Org. Chem., (in press). |
| (5) | Brescia, M-R,; Hoke, M.; DeShong, P. Oral Presentation at the 214 th National American Chemical Society Meeting, Las Vegas, NV 1997 Org 318 |
