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Short Communication

Convenient synthetic method of functional phosphines under photochemical conditions

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Pages 481-483 | Received 08 Nov 2017, Accepted 17 Mar 2018, Published online: 18 Apr 2018

References

  • Braunstein, P. Bonding and Organic and Inorganic Reactivity of Metal-Coordinated Phosphinoenolates and Related Functional Phosphine-Derived Anions. Chem. Rev. 2006, 106, 134–159. DOI:10.1021/cr050993p.
  • Yasui, S.; Ogawa, Y.; Shioji, K.; Mishima, M.; Yamazaki, S. Dramatic Effect of Atmosphere on Product Distribution from Steady-State Photolysis of Triarylphosphines. Bull. Chem. Soc. Jpn. 2014, 87, 988–996. DOI:10.1246/bcsj.20140100.
  • (a) Satyanarayana, T.; Reddy, K. V. Platinum Group Metal Functionalized Phosphine Complexes. Part 1: Phosphinoamide Rutehnium(II) Complexes. Transition Met. Chem. 1994, 19, 283–289; (b) Van Doorn, J. A.; Meijboom, N. Synthesis of Some Functionalized Phosphinocarboxylic Acids. Phosphorus, Sulfur Silicon Relat. Elem. 1989, 42, 211–222; (c) Braunstein, P.; Matt, D.; Dusausoy, Y.; Fisher, J.; Mitschler, A.; Ricard, L. Complexes of Functional Phosphines. 4. Coordination Properties of (Diphenylphosphino)acetonitrile, Ethyl (Diphenylphosphino)acetate, and Corresponding Carbanions. Characterization of a New Facile Reversible CO2 Insertion into Palladium(II) Complexes. J. Am. Chem. Soc. 1981, 103, 5115–5125; (d) Empsall, H. D.; Hyde, E. M.; Pawson, D.; Shaw, B. L. Complexes of Platinum, Palladium, and Rhodium with Tertiary Phosphine Carboxylic Esters and Carboxylic Acids. J. Chem. Soc., Dalton Trans. 1977, 1292–1298.
  • (a) Dahl, O.; Jensen, F. K. Reduction of Phosphinoylacetonitriles to Phosphinoacetonitriles. Acta Chem. Scand. B 1975, 29, 863–866; (b) Zhang, R.; Zhou, Y. A Convenient Synthesis of (Cyanomethyl)phosphines. Synthesis 1987, 10, 938–939.
  • A small amount of triarylphosphine oxide also appeared, probably resulting from a trace amount of oxygen remaining in the system.
  • To adjust the calculated wavenumbers with the observed ones, a scaling factor of 0.9613 was proposed at this level of theory. Foresman, J. B.; Frisch, Æ. In “Exploring Chemistry with Electronic Structure Methods, Chapter 4” 2nd ed.; Gaussian, Inc.: Pittsburgh, PA, 1996.

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