λ1-rhodium(1+) ion (2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane cycloocta-1,5-diene tetrafluoroboranuide

• ChemBase ID: 142603
• Molecular Formular: C24H44BF4P2Rh
• Molecular Mass: 584.2637948
• Monoisotopic Mass: 584.20024695
• SMILES: [B-](F)(F)(F)F.CC(P1[C@H](CCC1)[C@@H]1P(CCC1)C(C)(C)C)(C)C.C1C=CCCC=CC1.[Rh+]
• Canonical SMILES: C1CC=CCCC=C1.CC(P1CCC[C@@H]1[C@H]1CCCP1C(C)(C)C)(C)C.F[B-](F)(F)F.[Rh+]
• InChI: InChI=1S/C16H32P2.C8H12.BF4.Rh/c1-15(2,3)17-11-7-9-13(17)14-10-8-12-18(14)16(4,5)6;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h13-14H,7-12H2,1-6H3;1-2,7-8H,3-6H2;;/q;;-1;+1/t13-,14-,17?,18?;;;/m1.../s1
• InChIKey: MIRRQDFJJORQIW-RDYHZKOMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: λ^1-rhodium(1+) ion (2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane cycloocta-1,5-diene tetrafluoroboranuide
• IUPAC Traditional name: λ^1-rhodium(1+) ion (2R)-1-tert-butyl-2-[(2R)-1-tert-butylphospholan-2-yl]phospholane 1,5-cyclooctadiene tetrafluoroborate
• Synonyms: (S,S′,R,R′)-TangPhos(cyclooctadiene)rhodium(I) tetrafluoroborate; (S,S′,R,R′)-TangPhos-rhodium complex; (S,S′,R,R′)-TangPhos(环辛二烯)四氟硼酸铑(I); (S,S′,R,R′)-TangPhos-铑络合物

Database IDs

• MDL Number: MFCD07782006
• PubChem SID: 162236830; 24884438
• PubChem CID: 71310770

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.7824057
• LogD (pH = 7.4): 1.9463521
• Log P: 2.9672
• Molar Refractivity: 94.1238 cm^3
• Polarizability: 34.19518 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C24H44BF4P2Rh

DETAILS

Sigma Aldrich - 659703

Application
Highly efficient in rhodium-catalyzed hydrogenation of α-dehyroamino acids and α-arylenamides,1 β-(acylamino)acrylates,2 itaconic acids, and enol acetates.3 Also gives outstanding enantioselectivities in asymmetric hydroformylation reactions.4
Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation
Packaging
100, 500 mg in glass bottle