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695149

Sigma-Aldrich

DTBPF

Synonym(s):

1,1′-Bis(di-tert-butylphosphino)ferrocene

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About This Item

Empirical Formula (Hill Notation):
C26H44FeP2
CAS Number:
84680-95-5
Molecular Weight:
474.42
MDL number:
MFCD01630818
UNSPSC Code:
12350000
PubChem Substance ID:
329761720
NACRES:
NA.22

form

solid

reaction suitability

reaction type: Cross Couplings
reagent type: ligand
reaction type: Arylations
reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reagent type: ligand
reaction type: Indole Forming Reactions
reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

73-75 °C

functional group

phosphine

SMILES string

[Fe].CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.CC(C)(C)P([C]2[CH][CH][CH][CH]2)C(C)(C)C

InChI

1S/2C13H22P.Fe/c2*1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h2*7-10H,1-6H3;

InChI key

FPLSJBJGQLJLSV-UHFFFAOYSA-N

Related Categories

Application

Form the diene complexation; carbonyl insertion; cycloaddition; reduction and deoxygenation.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Darbasie, N. D.; Schnatter, W. F. K. et al.
Tetrahedron Letters, 47, 963-963 (2004)
Sean H Wiedemann et al.
The Journal of organic chemistry, 71(5), 1969-1976 (2006-02-25)
The inter- and intramolecular couplings of unactivated alkenes to 3,4-dihydroquinazolines with a Rh(I) catalyst are reported. Coupling between olefins and NH-3,4-dihydroquinazoline was found to occur consecutively with heterocycle dehydrogenation in the presence of a Rh(I)/PCy3/HCl catalyst. The reaction was used
Sergeyev, S.; Hesse, M.
Synlett, 8, 1313-1313 (2002)
Anthony J Pearson et al.
Journal of the American Chemical Society, 125(44), 13326-13327 (2003-10-30)
A convenient one-pot procedure to prepare angularly substituted bicyclic and tricyclic molecules with excellent diastereoselectivity in good yield was developed, by Fe(CO)5 promoted cyclization. Three transformations (complexation, isomerization, and cyclization) were realized in a single operation. The product of this

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