Date published: 2026-4-24

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(+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene (CAS 136705-65-2)

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Alternate Names:
(R,R)-Isopropyl-DuPhos
CAS Number:
136705-65-2
Molecular Weight:
418.58
Molecular Formula:
C26H44P2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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(+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene, represents a chiral phosphonate ester that finds extensive applications in organic synthesis. Its utility spans a wide range of scientific research, particularly in the synthesis of various chiral compounds, including amino acids, peptides, and natural products. Moreover, it serves as a versatile reagent for the preparation of organophosphonates, a class of compounds with diverse applications in biochemistry and medicine. The mechanism of action of (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene arises from its chiral phosphonate ester properties, rendering it a catalyst in the synthesis of various chiral compounds. Acting as a nucleophile, it partakes in a reaction with a chiral secondary alcohol, such as (R)-2-methyl-2-pentanol, and a chiral phosphonate ester, such as (R,R)-2-methyl-2-pentenoic acid, yielding (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene as the primary product. Moreover, it serves as a leaving group in the reaction with the aforementioned chiral secondary alcohol and phosphonate ester, resulting in the production of (+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene as the major outcome.


(+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene (CAS 136705-65-2) References

  1. Syntheses and Catalytic Hydrogenation Performance of Cationic Bis(phosphine) Cobalt(I) Diene and Arene Compounds.  |  Zhong, H., et al. 2019. Angew Chem Int Ed Engl. 58: 9194-9198. PMID: 31071227
  2. Three-Coordinate Formal Cobalt(0), Iron(0), and Manganese(0) Complexes with Persistent Carbene and Alkene Ligation.  |  Liu, Y., et al. 2020. Acc Chem Res. 53: 244-254. PMID: 31880150
  3. Cobalt-Catalyzed Asymmetric Hydrogenation of α,β-Unsaturated Carboxylic Acids by Homolytic H2 Cleavage.  |  Zhong, H., et al. 2020. J Am Chem Soc. 142: 5272-5281. PMID: 32064867
  4. Ligand Substitution and Electronic Structure Studies of Bis(phosphine)Cobalt Cyclooctadiene Precatalysts for Alkene Hydrogenation.  |  Zhong, H., et al. 2021. Can J Chem. 99: 193-201. PMID: 34334799
  5. Mechanistic Investigations of the Asymmetric Hydrogenation of Enamides with Neutral Bis(phosphine) Cobalt Precatalysts.  |  Mendelsohn, LN., et al. 2022. J Am Chem Soc. 144: 15764-15778. PMID: 35951601

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

(+)-1,2-Bis[(2R,5R)-2,5-diisopropylphospholano]benzene, 100 mg

sc-237664
100 mg
$87.00