Skip to Content
Merck
All Photos(1)

Documents

685089

Sigma-Aldrich

(R,R,S)-DiazaPhos-PPE

Synonym(s):

2,2′-[(1R,3R)-2,3,5,10-Tetrahydro-5,10-dioxo-2-phenyl-1H-[1,2,4]diazaphospholo[1,2-b]phthalazine-1,3-diyl]bis[N-[(1S)-1-phenylethyl]benzamide]

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C46H39N4O4P
CAS Number:
615257-74-4
Molecular Weight:
742.80
MDL number:
MFCD10566993
UNSPSC Code:
12352005
PubChem Substance ID:
329760941
NACRES:
NA.22

form

solid

optical activity

[α]20/D +105°, c = 1 in THF

mp

258-262 °C

SMILES string

C[C@H](NC(=O)c1ccccc1[C@@H]2N3N([C@H](P2c4ccccc4)c5ccccc5C(=O)N[C@@H](C)c6ccccc6)C(=O)c7ccccc7C3=O)c8ccccc8

InChI

1S/C46H39N4O4P/c1-30(32-18-6-3-7-19-32)47-41(51)35-24-12-16-28-39(35)45-49-43(53)37-26-14-15-27-38(37)44(54)50(49)46(55(45)34-22-10-5-11-23-34)40-29-17-13-25-36(40)42(52)48-31(2)33-20-8-4-9-21-33/h3-31,45-46H,1-2H3,(H,47,51)(H,48,52)/t30-,31-,45+,46+/m0/s1

InChI key

XLHCPIVFAWUOET-JBVOVCRZSA-N

Application

Diazaphospholane Ligands for Catalytic Asymmetric Transformations
Diazaphospholane ligands display excellent levels of conversion and selectivity in Rh-catalyzed asymmetric hydroformylation reactions.

Legal Information

Product is sold for R&D purpose only and use by end user in the manfacture of products of commerce is not permitted. Product is sold in association with DowpharmaSM a business unit of The Dow Chemical Company. U.S. Pat. 7,071,357B.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Highly regio- and enantioselective asymmetric hydroformylation of olefins mediated by 2,5-disubstituted phospholane ligands.
Alex T Axtell et al.
Angewandte Chemie (International ed. in English), 44(36), 5834-5838 (2005-08-13)
Thomas P Clark et al.
Journal of the American Chemical Society, 127(14), 5040-5042 (2005-04-07)
Azines made by the reaction of hydrazine with ortho-formylbenzoic acid react with 1,2-diphosphinobenzene and either succinyl chloride or phthaloyl chloride in ca. 30% yield to give rac-bis-3,4-diazaphospholanes bearing benzoic acid groups in the 2 and 5 positions. Condensation of the

Articles

Diazaphospholane Ligands for Catalytic Asymmetric Transformations

Diazaphospholane Ligands for Catalytic Asymmetric Transformations: Professor Landis and co-workers developed a series of new ligands based on chiral 3,4-diazaphospholane structures.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service