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Sigma-Aldrich

(−)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane

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About This Item

Empirical Formula (Hill Notation):
C34H36P2
CAS Number:
528565-79-9
Molecular Weight:
506.60
MDL number:
MFCD07369027
UNSPSC Code:
12352005
PubChem Substance ID:
24884944
NACRES:
NA.22

form

solid

mp

143-147 °C

SMILES string

C1C[C@@H](P(CCP2[C@H](CC[C@@H]2c3ccccc3)c4ccccc4)[C@H]1c5ccccc5)c6ccccc6

InChI

1S/C34H36P2/c1-5-13-27(14-6-1)31-21-22-32(28-15-7-2-8-16-28)35(31)25-26-36-33(29-17-9-3-10-18-29)23-24-34(36)30-19-11-4-12-20-30/h1-20,31-34H,21-26H2/t31-,32-,33-,34-/m1/s1

InChI key

VHHAZLMVLLIMHT-YFRBGRBWSA-N

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands
(−)-1,2-Bis((2R,5R)-2,5-diphenylphospholano)ethane can be used:
  • As a chiral ligand in the 1,3-dipolar cycloaddition reaction of azomethyne yielded [70]fullerene enantiomers; catalyzed by silver.
  • As a component of the catalytic system along with silver, which is used for the synthesis of fullerene hybrids.

Legal Information

Sold in collaboration with Namena Corp. for research purposes only.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Hierarchical Selectivity in Fullerenes: Site-, Regio-, Diastereo-, and Enantiocontrol of the 1, 3-Dipolar Cycloaddition to C70
Maroto EE, et al.
Angewandte Chemie (International Edition in English), 50(27), 6060-6064 (2011)
Stereodivergent-at-Metal Synthesis of [60] Fullerene Hybrids
Marco-Martinez J, et al.
Angewandte Chemie (International Edition in English), 56(8), 2136-2139 (2017)

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