Journal of Chemical Crystallography

, Volume 39, Issue 5, pp 337–347 | Cite as

A Facile Synthesis and Crystallographic Analysis of Seven Trityl Phosphorus Compounds and Two Nickel(II) Phosphine Side-Products

  • Audra F. Gushwa
  • Yamina Belabassi
  • Jean-Luc Montchamp
  • Anne F. Richards
Original Paper

Abstract

The syntheses and X-ray analyses of triphenylmethyl (trityl=Tr) phosphorus compounds are reported and the structural similarities, differences and 31P chemical shifts compared. A series of seven trityl-substituted phosphorus-containing compounds have been characterized by single crystal X-ray diffraction. Ph3CPPh2, 1, a bulky P(III) compound crystallizes in the triclinic space group \( {\text{P}}\overline{1} \), a = 7.5624(6) Å, b = 9.5470(8) Å, c = 16.9722(14) Å, α = 83.4720(10)°, β = 80.541(2)°, γ = 68.1580(10)°, the borane complex of 1, 2, Ph3CPPh2(BH3) crystallizes as monoclinic colorless crystals, P21/c, a = 10.0972(12) Å, b = 9.6955(12) Å, c = 25.197(3) Å, β = 90.258(2)°. The analogous methyl substituted, 3, Ph3CPMe2(BH3) is monoclinic, C2/c, a = 15.628(3) Å, b = 12.770(3) Å, c = 18.406(4) Å, β = 103.968(3)°. Compounds 47 are trityl substituted P(V) compounds: Ph3CP(Ph)(O)(OH), 4, crystallizes in the triclinic space group \( {\text{P}}\overline{1} \), a = 8.9847(18) Å, b = 9.7443(19) Å, c = 12.786(3) Å, α = 72.045(3)°, β = 72.031(3)°, γ = 78.769(3)°. Esterification of 4 affords TrCP(O)(Ph)OBn 5, space group, P21/c, a = 7.9196(5) Å, b = 31.701(2) Å, c = 19.8062(13) Å, β = 99.7750(10)°. A phosphonate diester was also characterized, Ph3CP(O)(OEt)2, 6, triclinic, \( {\text{P}}\overline{1} \), a = 7.9521(17) Å, b = 9.2205(19) Å, c = 14.471(3) Å, α = 85.906(4)°, β = 83.031(4)°, γ = 68.283(4)°. Treatment of the trityl H-phosphinic acid, Ph3CPO2H2, with elemental selenium yields yellow crystals of 7, [Ph3CP(O)(OH)Se]2, P21/c, a = 9.0603(4) Å, b = 22.3652(11) Å, c = 16.9134(7) Å, β = 107.035(2)°. In our efforts to isolate a nickel-phosphine complex, two Ni(II) complexes were crystallographically analyzed, [Ni(OP(H)Ph2)6]2BF4 8 and 9. Complex 8 with an uncoordinated BF4 ion crystallizes as yellow orthorhombic crystals, Pbca, a = 18.8247(12) Å, b = 18.5518(12) Å, c = 21.0976(14) Å, while crystals of 9 are trigonal, \( {\text R} {\bar 3} {\text c} \), a = b = 13.1545(12) Å, c = 68.461(9) Å.

Graphical Abstract

The syntheses and X-ray analyses of triphenylmethyl (trityl=Tr) phosphorus compounds are reported and the structural similarities, differences and 31P chemical shifts compared.

Keywords

Trityl Phosphorus compounds Selenophosphonic acid 

Notes

Acknowledgments

Financial support of this research by The Robert A Welch Foundation, Grant # P1637, (AFR), and by the National Institute of General Medical Sciences/NIH (1R01GM067610, YB, JLM) is gratefully acknowledged.

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Copyright information

© Springer Science+Business Media, LLC 2008

Authors and Affiliations

  • Audra F. Gushwa
    • 1
  • Yamina Belabassi
    • 1
  • Jean-Luc Montchamp
    • 1
  • Anne F. Richards
    • 1
  1. 1.Department of ChemistryTexas Christian UniversityFort WorthUSA

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