95784-77-3Relevant academic research and scientific papers
Synthesis of unusual phosphine ligands. Use of the 1-naphthylmethyl moiety as a P-H protecting group in the synthesis of a phosphino macrocycle that contains a secondary-phosphino ligating site
Kyba, Evan P.,Liu, Shiuh-Tzung
, p. 1613 - 1616 (2008/10/08)
A protecting group for a P-H group in a secondary phosphine has been developed, which is a (1-naphthylmethyl)phosphine sulfide. This has been used to convert (1-naphthylmethyl)phosphine into bis(3-chloropropyl)(1-naphthylmethyl)phosphine sulfide, which upon reaction with bis(lithiophenylphosphino)benzene, was transformed into the 11-P3 macrocycle cis-2,10-diphenyl-6-(1-naphthylmethyl)-2,6,10-triphosphabicyclo[9.4.0]pentadeca- 1(11),12,14-triene 6-sulfide. The 1-naphthylmethyl moiety was removed quantitatively with potassium naphthalenide to give the 11-P3 molecule with a secondary phosphine sulfide at the 6-position. This was reduced with a reagent derived from lithium aluminum hydride and trimethylsilyl chloride to give the 11-P3 macrocycle containing a secondary phosphine, cis-2,10-diphenyl-2,6,10-triphosphabicyclo[9.4.0]pentadeca-1(11),12,14-triene (2a), which exists as two isomers (H cis and trans to the phenyl groups). Ligand 2a forms complexes with Rh(I) and Mo(0) in which all three ligating sites are involved in the metal coordination.
