Metal catalysts:Ruthenium Compounds;Rhodium Coumpounds;Palladium Coumpunds;Iridium Compounds;Platinum Compounds
Phosphorus Ligands Service:BINAP Series;DIPAMPDACH Trost Ligands;Ferrocenylphospine;Chrial Phosphine Ligands
Phosphorus Ligands Sample Item Description Structure
Catalog 8005 CAS 131274-22-1
Product Name Tri-t-butylphosphonium tetrafluoroborate
Other Name TRI-TERT-BUTYLPHOSPHINE TETRAFLUOROBORATE;TRI-TERT-BUTYLPHOSPHINE TETRAFLUOROBORIC ACID ADDUCT;TRI-TERT-BUTYLPHOSPHONIUM TETRAFLUOROBORATE;TRI-(T-BUTYL)PHOSPHONIUM HYDROGEN HBF4 SALT;TRI-T-BUTYLPHOSPHONIUM TETRAFLUOROBORATE;TRI-TERT-BUTYLPHOSPHINE TETRAFLUOROBORA&;Tri-t-butylphosphoniumtetrafluoroborate;fluoroboric acid tri-tert-butylphosphine adduct
Purity 99% ee NA
Molecular Formula C12H28BF4P
Molecular Weight 290.13
Color and Form white to light yellow crystal powde
Package kgs and more Bulk Ordering Package
Solubility NA
Melting point 261 C(lit.)
Stability Yes
Risk 36/37/38-20/21/22 Safety 22-24/25-36/37/39-26 Hazard Xn
spectrometry Conforms to structure
HPLC Conforms to structure
Note Only for research purposes only
Technical Note

Technical Notes:
1. Air-stable, non-pyrophoric precursor of the Tri-t-butylphosphine ligand which is used in a variety of catalytic processes.
2. Suzuki Cross-couplings.
3. Heck Reactions.
4. Stille Cross-couplings.
5. -Arylation and vinylation of arylmandelic acid derivatives.
6. Direct arylation.
7. Synthesis of benzocyclobutenes by C-H activation.
8. Cross-coupling of Grignard reagents and aryl bromides.
9. Palladium catalyzed annulation of haloanilines.

References:
1. Org. Lett., 2001, 3, 4295.
2. Org. Lett., 2009, 11, 1543.
3. J. Am. Chem. Soc., 2008, 130, 3276.
4. J. Am. Chem. Soc., 2008, 130, 15157.
5. J. Org. Chem., 2009, 75, 6677.
6. J. Org. Chem., 2009, 74, 1673.

Tri-tert-butylphosphine tetrafluoroborate(131274-22-1) Related Product Information
NITRONIUM TETRAFLUOROBORATE tert-Butyl acetate tert-Butyl peroxyacetate Fluoroboric acid Tributylphosphane Tri-tert-butylphosphine AZURE B TETRAFLUOROBORATE 1,3,5-Tri-tert-butylbenzene Fluoroborate, BF{|: glass body: double junction electrode: kit tert-Butanol Tri-tert-butylphosphine tetrafluoroborate BORANE-DI(TERT-BUTYL)PHOSPHINE COMPLEX TRIISOPROPYLPHOSPHONIUM TETRAFLUOROBORATE DI-T-BUTYL(I-PROPYL)PHOSPHINE T-BUTYLPHOSPHINE Ethyl acetate


Metal catalysts Sample Item Description Structure
Catalog 8086 CAS 76189-56-5
Product Name (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl
Other Name (+/-)-BINAP;BINAP;(+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE;(+/-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE);S-(-)-1,1'-BINAPHTHYL-2,2'-DIPHENYL PHOSPHINE;S(-)-(1,1'-BINAPHTHALENE-2,2'-DIYL)BIS(DIPHENYLPHOSPHINE);S(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHALENE;(S)-(-)-2,2 BIS(DIPHENYLPHOSPHINO)1,1-BINAPHTHYL
Purity 97% ee 99%
Molecular Formula C44H32P2
Molecular Weight 622.70
Color and Form white to light yellow xtl.
Package kgs and more Bulk Ordering Package
Solubility -240(c=0.3, toluene)
Melting point ?241-242C spec. rotation -228 (c 0.68, C6H6)
Stability Room temperature. Sensitive Air Sensitive
Risk 36/37/38-20/21/22 Safety 22-24/25-37/39-26-36 Hazard Xi,Xn
spectrometry Conforms to structure
HPLC Conforms to structure
Note Only for research purposes only
Technical Note

Technical Notes:
1. (R)-BINAP or (R)-Tol-BINAP can be combined with dichloro(1,5-cyclooctadiene)ruthenium to form precursors to NOYORI CATALYST SYSTEMS. These systems exhibit very high catalytic activity and enantioselectivity in the hydrogenation of a wide range of substrates. NOYORI CATALYST SYSTEMS have been shown to effect highly enantioselective hydrogenation of functionalized ketones where the substituents are dialkylamino, hydroxy, siloxy, carbonyl,ester, amide or thioester.
2. Useful ligand in asymmetric Heck processes.
3. Ligand employed in palladium-catalyzed asymmetric arylation of ketones.
4. Ligand employed in rhodium-catalyzed 1,4-additions to enones.
5. Ligand employed in palladium-catalyzed hydroamination of styrene derivatives.
6. Ligand employed in silver-catalyzed asymmetric Sakuri-Hosomi allylation and Mukaiyama aldol reaction.
7. Ligand employed in rhodium-catalyzed kinetic resolution of enynes.
8. Ligand employed in asymmetric rhodium-catalyzed hydroboration of cyclopropenes.
9. Ligand employed in silver-catalyzed a-hydroxylation of stannyl enol ethers.
10. Ligand employed in palladium-catalyzed synthesis of chiral allenes.
11. Ligand for palladium-catalyzed enantioselective hetero Michael addition to form b-amino acid derivatives.
12. Ligand employed in rhodium-catalyzed asymmetric rearrangement of alkynyl alkenyl carbinols.
13. Ligand employed in rhodium-catalyzed 1,2-addition of aluminium organyl compounds to cyclic enones.
14. Ligand employed in iridium-catalyzed transfer hydrogenative allylation of benzylic alcohols.
15. Ligand employed in rhodium-catalyzed asymmetric C-Si bond formation by conjugate silyl transfer using a Si-B linkage.
16. Ligand employed in the iridium-catalyzed asymmetric cyclopropane-mediated carbonyl allylation of primary alcohols.
17. Ligand employed in the nickel-catalyzed asymmetric -arylation of tetralones.
18. Ligand employed in the copper-catalyzed asymmetric propargylation of ketones.
19. Ligand employed in the cobalt-catalyzed asymmetric reductive coupling of alkynes with alkenes.
20. Ligand employed in the rhodium-catalyzed asymmetric 1,4-addition of arylalanes on trisubstituted enones.
References:
1. CHEMTECH, 1992, 360.
2. Asymmetric Catalysis in Organic Synthesis, 1993, 61.
3. J. Am. Chem. Soc., 1988, 110, 629.
4. Science, 1990, 248, 1194.
5. J. Am. Chem. Soc., 1998, 120, 6477.
6. Encyclopedia of Reagents for Organic Synthesis, 1995, Vol. 1, 509.
7. J. Am. Chem. Soc., 1998, 120, 1918.
8. J. Am. Chem. Soc., 1998, 120, 5579.
9. J. Am. Chem. Soc., 2000, 122, 9547.
10. J. Org. Chem., 2003, 68, 5593.
11. J. Am. Chem. Soc., 2003, 125, 11472.
12. J. Am. Chem. Soc., 2003, 125, 7198.
13. J. Am. Chem. Soc., 2003, 125, 6038.
14. J. Am. Chem. Soc., 2001, 123, 2089.
15. US Patent Application US2006/0205968.
16. J. Am. Chem. Soc., 2007, 129, 14158.
17. Angew. Chem. Int. Ed., 2007, 46, 7122.
18. J. Am. Chem. Soc., 2008, 130, 14891.
19. Angew. Chem. Int. Ed., 2008, 47, 3818.
20. J. Am. Chem. Soc. 2011, 133, 18618.
21. J. Am. Chem. Soc. 2011, 133, 16330.
22. J. Am. Chem. Soc. 2011, 133, 10332.
23. J. Am. Chem. Soc. 2011, 133, 6942.
24. Angew. Chem. Int. Ed. 2010, 49, 7769.

Related Product Information
1,1'-Bis(diphenylphosphino)ferrocene 1,2-Bis(diphenylphosphino)ethane nickel(II) chloride Phenformin hydrochloride N-(Carboxymethyl)-N-(phosphonomethyl)-glycine (S)-(-)-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl Phenformin DICHLORO[(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(2S)-(+)-1,1-BIS(4-METHOXYPHENYL)-3-METHYL-1,2-BUTANEDIAMINE],dichloro[(s)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(2s)-(+)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediami,DICHLORO[(S)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL][(S)-1,1-BIS(P-METHOXYPHENYL)-2-ISOPROPYLETHANE-1,2-DIAMINE]RUTHENIUM(II) [(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL](1,5-CYCLOOCTADIENE)RHODIUM(I) PERCHLORATE BIS((R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1' -BINAPHTHYL)RHODIUM(I) PERCHLORATE, 96%,BIS((R)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1' -BINAPHTHYL)RHODIUM(I) PERCHLORATE, 96 [(R)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]-CHLORO-(P-CYMENE)-RUTHENIUMCHLORIDE,(R)-(+)-2,2'-[BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]CHLORO(P-CYMENE)RUTHENIUM,[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]-CHLORO-(P-CYMENE)-RUTHENIUMCHLORIDE DICHLORO[(S)-(-)-,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM (II),DICHLORO[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]RUTHENIUM(II) HOMOPOLYMER Dichloro[(r)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1s,2s)-(-)-1,2-diphenylethylenediamine]ruthenium(ii)min,DICHLORO[(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM(II) 2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL RACEMIC (R)-(+)-2,2'-[BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]CHLORO(P-CYMENE)RUTHENIUM,[(R)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]-CHLORO-(P-CYMENE)-RUTHENIUMCHLORIDE,[(S)-2,2'-BIS-(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL]-CHLORO-(P-CYMENE)-RUTHENIUMCHLORIDE (+/-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,2,2'-Bis-(diphenylphosphino)-1,1'-binaphthyl (Racemic BINAP) ,RAC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,RACEMIC-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1'-BINAPHTHYL,RAC-2,2-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL,(BINAP) Racemic-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1R,2R)-(+)-1,2-diphenylethylenediamine]ruthenium(II) Dichloro[(r)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1r,2r)-(+)-1,2-diphenylethylenediamine]ruthenium(ii)min DICHLORO[(S)-(-)-2,2'-BIS(DIPHENYLPHOSPHINO)-1,1-BINAPHTHYL][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM(II),Dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl][(1S,2S)-(-)-1,2-diphenylethylenediamine]ruthenium(II)


Warrants, that at the time of the quality release or subsequent retest date this product conformed to the information contained in this publication.The current Specification was available at BerrChem.com. For further inquiries, please contact Sale&Technical Service. Purchaser must determine the suitability of the product for its particular use. See reverse side of invoice or packing slip for additional terms and conditions of sale.