54006-28-9Relevant articles and documents
Novel route to carbodiphosphoranes producing a new P,C,P pincer carbene ligand
Stallinger, Silvia,Reitsamer, Christian,Schuh, Walter,Kopacka, Holger,Wurst, Klaus,Peringer, Paul
, p. 510 - 512 (2007)
The reaction of PdCl2, dppm and CS2 in CH 2Cl2/MeOH results in the palladium carbodiphosphorane complex [Pd(Ph2PCH2Ph2PCPPh2CH 2PPh2-P,C,P)Cl]Cl.
Synthesis, Crystal and Electronic Structures of a Thiophosphinoyl- and Amino-Substituted Metallated Ylide
J?rges, Mike,Kroll, Alexander,Kelling, Leif,Gauld, Richard,Mallick, Bert,Huber, Stefan M.,Gessner, Viktoria H.
, p. 1089 - 1094 (2021/09/29)
α-Metallated ylides have revealed themselves to be versatile reagents for the introduction of ylide groups. Herein, we report the synthesis of the thiophosphinoyl and piperidyl (Pip) substituted α-metallated ylide [Ph2(Pip)P=C?P(S)Ph2]M (M=Li, Na, K) through a four-step synthetic procedure starting from diphenylmethylphosphine sulfide. Metallation of the ylide intermediate was successfully accomplished with different alkali metal bases delivering the lithium, sodium and potassium salts, the latter isolable in high yields. Structure analyses of the lithium and potassium compounds in the solid state with and without crown ether revealed different aggregates (monomer, dimer and hexamer) with the metals coordinated by the thiophosphoryl moiety and ylidic carbon atom. Although the piperidyl group does not coordinate to the metal, it significantly contributes to the stability of the yldiide by charge delocalization through negative hyperconjugation.
Synthesis of phosphorus(V)-stabilized geminal dianions. the cases of mixed P=X/PBH3 (X = S, O) and P=S/SiMe3 derivatives
Heuclin, Hadrien,Fustier-Boutignon, Marie,Ho, Samuel Ying-Fu,Goff, Xavier-Frederic Le,Carenco, Sophie,So, Cheuk-Wai,Mezailles, Nicolas
, p. 498 - 508 (2013/03/14)
The monodeprotonation of [CH2(PPh2BH 3)(PPh2=E)] (E = S (6), O (7)) afforded [CH(PPh 2BH3)(PPh2=E)]- (E = S (6 -), O (7-)), whose structures were confirmed by X-ray crystallography. The kinetics of the second deprotonation appeared to be crucial in efficient synthesis of the corresponding dianions. Thus, the double deprotonation of 6 only led to 62-; the analogous reaction with 7 was slower and resulted only in the partial formation of 72-. Double deprotonation of the compound [CH2(SiMe3)(PPh 2=S)] (8) also resulted in the partial formation of [C(SiMe 3)(PPh2=S)]2- (82-), whose structure was confirmed by X-ray crystallography. The rare monomeric Mg carbene compound [MgC(PPh2BH3)(PPh2=S)] (9) was obtained by the reaction of 6 with Mg(nBu)2. The X-ray structure of 9 is presented.