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667811

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:
Molecular Weight:
506.60
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

mp

143-147 °C

functional group

phenyl
phosphine

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

(−)-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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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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