685232

Bis[(R,R,S)-DiazaPhos-SPE]

• Synonym(s): 2,2′,2″,2′′′-(1,2-Phenylenebis[(1R,3R)-tetrahydro-5,8-dioxo-1H-[1,2,4]diazaphospholo[1,2-a]pyridazine-2,1,3(3H)-triyl])tetrakis(N-[(1S)-1-phenylethyl])benzamide
• Empirical Formula (Hill Notation): C₇₈H₇₂N₈O₈P₂
• CAS Number: 851609-33-1
• Molecular Weight: 1311.40
• UNSPSC Code: 12352005
• PubChem Substance ID: 329760953

Properties

• optical activity: [α]20/D -82.0°, c = 1 in THF
• mp: 183-195 °C
• SMILES string: C[C@H](NC(=O)c1ccccc1[C@H]2N3N([C@H](P2c4ccccc4P5[C@@H](N6N([C@H]5c7ccccc7C(=O)N[C@@H](C)c8ccccc8)C(=O)CCC6=O)c9ccccc9C(=O)N[C@@H](C)c%10ccccc%10)c%11ccccc%11C(=O)N[C@@H](C)c%12ccccc%12)C(=O)CCC3=O)c%13ccccc%13
• InChI: 1S/C78H72N8O8P2/c1-49(53-27-9-5-10-28-53)79-71(91)57-35-17-21-39-61(57)75-83-67(87)45-46-68(88)84(83)76(62-40-22-18-36-58(62)72(92)80-50(2)54-29-11-6-12-30-54)95(75)65-43-25-26-44-66(65)96-77(63-41-23-19-37-59(63)73(93)81-51(3)55-31-13-7-14-32-55)85-69(89)47-48-70(90)86(85)78(96)64-42-24-20-38-60(64)74(94)82-52(4)56-33-15-8-16-34-56/h5-44,49-52,75-78H,45-48H2,1-4H3,(H,79,91)(H,80,92)(H,81,93)(H,82,94)/t49-,50-,51-,52-,75+,76+,77+,78?,96?/m0/s1
• InChI key: NTWCWWNZWYJTEP-GEDBLHTESA-N

Description

Application

Diazaphospholane Ligands for Catalytic Asymmetric Transformations

Catalyst for:

• Enantioselective synthesis of α,β-unsaturated aldehydes via hydroformylation of dienes
• Regioselective and enantioselective hydroformylation of dialkyl acrylamides
• Asymmetric hydroformylation of vinyl acetate
• Regioselective and stereoselective hydroformylation of alkenes

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 manufacture of products of commerce is not permitted. Product is sold in association with Dowpharma^SM a business unit of The Dow Chemical Company. U.S. Pat. 7,071,357B.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable