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2-Diphenylphosphinobenzaldehyde

2-Diphenylphosphinobenzaldehyde is a phosphine ligand with the formula (C6H5)2PC6H4CHO. It is a yellow solid that dissolves in common organic solvents.

Synthesis and reactions

2-Diphenylphosphinobenzaldehyde was first prepared by the reaction of chlorodiphenylphosphine with the Grignard reagent derived from the protected 2-bromobenzaldehyde, followed by deprotection. It can also be derived from (2-lithiophenyl)diphenylphosphine.

The compound condenses with a variety of amines to give phosphine-imine and phosphine-amine ligands.

References

References

  1. (2007). "Inorganic Syntheses".
  2. Schiemenz, Guenter P.; Kaack, Hermann "Aromatische Phosphine mit Substituenten zweiter Ordnung, XIII. Triarylphosphine mit mehreren Carbonyl-Funktionen durch Grignard-Synthese (Aromatic phosphines with second order substituents. XIII. Preparation of triarylphosphines with several carbonyl functions by Grignard synthesis)" Justus Liebigs Annalen der Chemie 1973, vol. 9, pp. 1480-93. {{doi. 10.1002/jlac.197319730910.
  3. (2001). "Modular Peptide-Based Phosphine Ligands in Asymmetric Catalysis: Efficient and Enantioselective Cu-Catalyzed Conjugate Additions to Five-, Six-, and Seven-Membered Cyclic Enones". Journal of the American Chemical Society.
  4. (2020). "Stereoselective Synthesis of Chiral Sulfinamide Monophosphine Ligands (Ming-Phos)(S, Rs)-M". Organic Syntheses.
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tertiary-phosphines benzaldehydes phenyl-compounds
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