131814-60-3Relevant academic research and scientific papers
17O and 31P NMR of Aroylphosphanes, Aroylsilanes and Aroylphosphonates: Absence of Resonancein -COPR2 Groups (NMR of Terminal Oxygen, Part 5')
Dahn, Hans,Pechy, Peter,Van Toan, Vien
, p. 883 - 887 (1990)
The 17O NMR spectra for aryl-substituted P,P-diphenylbenzoylphosphanes (p-YC6H4COPPh2, 1), tri-methylbenzoylsilanes (p-YC6H4COSiMe3, 2) and dialkyl benzoylphosphonates (p-YC6H4COPO(OR)2, 3) were recorded.Compounds 1, 2 and 3 show a similar high substituent sensivity (p+), indicating a strong electron demand of the carbonyl group; as resonance stabilization is not possible in 2 and 3 it is concluded that electron donation from P to carbonyl is equally negligible in 1.The carbonyl oxygen signals of 1, 3 and, in particular, 2 appear at low field.The 31P NMR shifts of 1were also measured; they are less sensitive to the ring substituents.
Aroylphosphanes: Base-Free Synthesis and Their Coordination Chemistry with Platinum-Group Metals
Saunders, Amy J.,Crossley, Ian R.,Roe, S. Mark
, p. 4076 - 4082 (2016/09/13)
A series of aroylphosphanes have been prepared in good yield by base-free condensation of the respective aroyl chloride and HPPh2. Alongside the cyclophane m-{-C(O)-C6H4(C(O)PMe)}2(1), the IR spectroscopic signatures of C6H4R{C(O)PPh2} (R = 3-Me 2, 3-CH2Cl 3, 4-CO2Me 4, 4-CN 5) and the bis(aroylphosphanes) C6H4{2,6-C(O)PPh2}2(6) and C6H3N{2,6-C(O)PPh2}2(7) are consistent with a manifestation of “phosphomide” character; however, weight of evidence suggests negligible contribution from this canonical form. Comparison is drawn to the structurally characterised O=P(C6H5Me-2)3(8) in which the lone pair is sequestered. The coordination of 2–5 to rhodium(I), palladium(II) and platinum(II) is described, affording rare examples of aroylphosphane complexes of the platinum-group metals.
