Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S)

Weber L, Uthmann S, Bögge H, Müller A, Stammler H-G, Neumann B (1998)
Organometallics 17(16): 3593-3598.

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Abstract
Reaction of Me3SiP = C(NMe2)(2) (1) with pivaloyl chloride and benzoyl chloride afforded the acylated phosphaalkenes RC(O)P = C(NMe2)(2) 2a (R = tBu) and 2b (R = Ph). Carbon disulfide and phenyl isothiocyanate were inserted into the P-Si bond of 1 to give the functionalized phosphaalkenes R(X)C-P = C(NMe2)(2) 2c [R(X)C = Me3Si-S(S)C] and 2d [R(X)C = Ph(Me3Si)N(S)C]. Heating 2c and 2d with (CO)(5)MBr (M = Mn, Re) in toluene at 50-80 degrees C led to complexes [X = CSM(CO)(3)-mu-PC(NMe2)(2)](2) 3c (M = Mn, X = S), 3d (M = Mn, X = NPh), 4c (M = Re, X = S), and 4d (M = Re, X = NPh). The X-ray structure analysis of 2c showed extensive pi-delocalization of electron density from phosphorus into the C = S group. The structure determination of 4d revealed the molecule as a tricyclic system with an anti orientation of the peripheric four-membered rings. The organophosphorus fragment serves as eta(2)(P,S)-mu(P) bridging ligand, a coordination mode without precedence in phosphaalkene chemistry.
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Weber L, Uthmann S, Bögge H, Müller A, Stammler H-G, Neumann B. Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S). Organometallics. 1998;17(16):3593-3598.
Weber, L., Uthmann, S., Bögge, H., Müller, A., Stammler, H. - G., & Neumann, B. (1998). Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S). Organometallics, 17(16), 3593-3598.
Weber, L., Uthmann, S., Bögge, H., Müller, A., Stammler, H. - G., and Neumann, B. (1998). Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S). Organometallics 17, 3593-3598.
Weber, L., et al., 1998. Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S). Organometallics, 17(16), p 3593-3598.
L. Weber, et al., “Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S)”, Organometallics, vol. 17, 1998, pp. 3593-3598.
Weber, L., Uthmann, S., Bögge, H., Müller, A., Stammler, H.-G., Neumann, B.: Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S). Organometallics. 17, 3593-3598 (1998).
Weber, Lothar, Uthmann, Stefan, Bögge, Hartmut, Müller, Achim, Stammler, Hans-Georg, and Neumann, Beate. “Synthesis, structure, and coordination chemistry of P-acyl-, P-thiocarbamoyl-, and P-dithiocarboxyl-substituted phosphaalkenes R(X)C-P=C(NMe2)(2) (R = Ph, tBu, SSiMe3, N(Ph)SiMe3; X = O, S)”. Organometallics 17.16 (1998): 3593-3598.
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