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Home > Products > Boronic Compounds > Borate > Tri-tert-butylphosphonium tetrafluoroborate

Catalog Number
ACM131274221
Product Name
Tri-tert-butylphosphonium tetrafluoroborate
Structure
CAS
131274-22-1
Synonyms
AN-32304; X4260; Tri-tert-butylphosphoniumTetrafluoroborate; TRIS(TERT-BUTYL)PHOSPHONIUM TETRAFLUOROBORATE; tri-(t-butyl)phosphonium tetrafluoroborate; trit-butylphosphonium tetrafluoroborate; tri-tert.-butylphosphonium tetrafluoroborate; AKOS015832938; tri(t-butyl)phosphonium tetrafluoroborate; Tri-tert-butylphosphine tetrafluoroborate;
IUPAC Name
tritert-butylphosphanium;tetrafluoroborate;
Molecular Formula
C12H28BF4P;
Molecular Weight
290.133g/mol
Rotatable Bond Count
3
Exact Mass
290.196g/mol
Monoisotopic Mass
290.196g/mol
Topological Polar Surface Area
0A^2
Heavy Atom Count
18
Complexity
147
Covalently-Bonded Unit
2
SMILES
[B-](F)(F)(F)F.CC(C)(C)[PH+](C(C)(C)C)C(C)(C)C;
InChI
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;
H-Bond Acceptor
5
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1 Rhodium-catalyzed tandem cyclization: formation of 1H-indenes and 1-alkylideneindans from arylboronate esters in aqueous media.

Lautens M1, Marquardt T.

J Org Chem. 2004 Jul 9;69(14):4607-14.

Arylboronate esters bearing a pendant Michael-type acceptor olefin or acetylene linkage undergo transmetalation with a rhodium-based catalytic complex to generate a functionalized organorhodium intermediate which can cyclize onto nonterminal acetylenes in good to excellent yields. The catalytic system involves the use of electron-rich, sterically bulky ligands as tri-tert-butylphosphonium tetrafluoroborate stabilizing the organorhodium intermediates and reduces the incidence of protodeboronation in aqueous media.

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Email:
Tel:1-201-478-8534
1-516-662-5404
Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA