1228508-79-9Relevant academic research and scientific papers
Multifunctional dithiocarbamates: Synthesis and ring-closing metathesis of diallyldithiocarbamate complexes
Naeem, Saira,White, Andrew J. P.,Hogarth, Graeme,Wilton-Ely, James D. E. T.
, p. 2547 - 2556 (2010/08/04)
The complex cis-[RuCl2(dppm)2] reacts with the diallyldithiocarbamate KS2CN(CH2CH=CH2) 2 to form [Ru{S2CN(CH2CH=CH2) 2}(dppm)2]+. The same ligand was also used to prepare the alkenyl complexes [RuR{S2CN(CH2CH=CH 2)2}(CO)(PPh3)2] (R = CH=CHBu t, CH=CHC6H4Me-4, C(C≡CBu t)=CHBut) from the corresponding precursors [RuRCl(CO)(BTD)(PPh3)2] (BTD = 2,1,3-benzothiadiazole) and [Ru(C(C≡CBut)=CHBut)Cl(CO)(PPh3) 2]. The complexes [Ni{S2CN(CH2CH=CH 2)2}(dppp)]+ (dppp =1,3-bis(diphenylphosphino) propane) and [M{S2CN(CH2CH=CH2) 2}(dppf)]+ (M = Ni, Pd, Pt; dppf = 1,1′- bis(diphenylphosphino)ferrocene) were prepared from the respective precursors [MCl2(L2)] (L2 = dppp, dppf) and KS 2CN(CH2CH=CH2)2 in the presence of NH4PF6. In a similar manner, treatment of the cyclometalated dimer [Pd(C,N-CH2C6H4NMe 2)Cl]2 with the dithiocarbamate ligand yielded [Pd(C,N-CH2C6H4NMe2){S 2CN(CH2CH=CH2)2}]. The homoleptic literature complexes [Ni{S2CN(CH2CH=CH2) 2}2] and [Co{S2CN(CH2CH=CH 2)2}3] were also prepared and characterized. Ring-closing metathesis catalyzed by [Ru(=CHPh)Cl2(SIMes)(PCy 3)] converted [Ni{S2CN(CH2CH=CH 2)2}2], [Pd(C,N-CH2C 6H4NMe2){S2CN(CH2CH= CH2)2}], [Ni{S2CN(CH2CH=CH 2)2}(dppp)]+, [Pt{S2CN(CH 2CH=CH2)2}(dppf)]+, [Ru{S 2CN(CH2CH=CH2)2}(dppm) 2]+, and [Ru(CH=CHC6H4Me-4){S 2CN(CH2CH=CH2)2}(CO)(PPh 3)2] into the corresponding 3-pyrroline dithiocarbamate compounds [Ni(S2CNC4H6)2], [Pd(C,N-CH2C6H4NMe2)(S 2CNC4H6)], [Ni(S2CNC 4H6)(dppp)]+, [Pt(S2CNC 4H6)(dppf)]+, [Ru(S2CNC 4H6)(dppm)2]+, and [Ru(CH=CHC 6H4Me-4)(S2CNC4H6)(CO) (PPh3)2], respectively. These complexes were also directly prepared from the reaction of the appropriate starting materials with preformed KS2CNC4H6. The more sterically crowded complex [Co{S2CN(CH2CH=CH2)2}3] failed to give a reaction with the metathesis catalyst, although it could be prepared directly from KS2CNC4H6 and cobalt acetate. The compounds [Ru(CH=CHC6H4Me-4){S 2CN(CH2CH=CH2)2}(CO)(PPh 3)2], [Ni{S2CN(CH2CH=CH 2)2}(dppp)]PF6, and [Ni(S2CNC 4H6)(dppp)]PF6 were characterized crystallographically.
