195530-48-4Relevant academic research and scientific papers
Palladium-assisted formation of carbon-carbon bonds. 7.1 reactions of (2,3,4-trimethoxy-6-X-phenyl)palladium complexes with alkynes (X = C(O)NHBut) and isocyanides (X = C(O)NHBut, C(O)Me, CHO): Crystal and molecular structures of [Pd{C6H{C(O)NHBut}-6-(OMe) 3-2,3,4}(bpy)](CF3SO3)
Vicente, José,Abad, José-Antonio,Shaw, Kenneth F.,Gil-Rubio, Juan,De Ramírez Arellano, M. Carmen,Jones, Peter G.
, p. 4557 - 4566 (1997)
The mercuriation of 3,4,5-trimethoxy(N-tert-butylcarbamoyl)benzene with mercury(II) acetate and subsequent reaction with KCl leads to the formation of [Hg{C6H{C(O)NHBut}- 6-(OMe)3-2,3,4}Cl] (1), which is symmetrized with [NMe4]Cl to give [Hg{C6H{C(O)NHBut)- 6-(OMe)3-2,3,4}2] (2). The reaction of 2 with [PdCl2(MeCN)2] and 2,2′-bipyridine (bpy) affords [Pd(C6H{C(O)NHBut}-6-(OMe)3-2,3,4)Cl(bpy)] (3), which reacts with Tl(CF3SO3) giving [Pd-{C6H{C(O)NHBut}}(bPy)](CF3SO3) (4). Complex 2 reacts with [PdCl2(MeCN)2] and acetylenes RC≡CR to give metallic palladium and the spirocyclic compound 10-(N-tert-butylcarbamoyl)- 6,7-dimethoxy-1,2,3,4-tetraphenylspiro[4.5]-1,3,6,9-decatetraen-8-one (5) when R = Ph or the monoinserted palladium complex [Pd{C(CO2Me)=C(CO2Me)C6H{C(O)NHBu t)-6-(OMe)3- 2,3,4}(u-Cl)]2 (6) when R = CO2Me. By reaction of 6 with L (1:2) or PPh3 and Tl(CF3SO3) (1:4:2), the complexes [Pd{C(CO2Me)=C(CO2Me)C6H{C(O)NHBu t}-6-(OMe)3-2,3,4}Cl(L)] (L = PPh3 (7), CNXy (8) (Xy = 2,6-dimethylphenyl)) or [Pd{C(CO2Me)=C(CO2Me)C6H{C(O)- NHBut}-6-(OMe)3-2,3,4}(PPh3) 2](CF3SO3) (9) are obtained respectively. The reactions of 4 and of the related complexes [Pd{C6H{C(O)Me}-6-(OMe)3-2,3,4}(bpy)](CF 3SO3) (10) or [Pd- {C6H{C(O)H}-6-(OMe)3-2,3,4}(NCMe)(bpy)](CF 3SO3) (11) with CNXy have also been studied, the following compounds being isolated: [Pd{C(=NXy)C6H{C(O)NHBut}-6-(OMe)3-2,3,4}- (bpy)](CF3SO3) (12) [Pd{C6H{C(O)Me}-6-(OMe)3-2,3,4}(CNXy)(bpy)](CF 3SO3) (13), [Pd- {C6H{C(O)H}-6-(OMe)3-2,3,4}(CNXy)(bpy)](CF 3SO3) (14), and the ketenimine 2-(2,6- dimethylphenyl)-1-(((2,6-dimethylphenyl)imino)methylene)-5,6,7-trimethoxy-3- oxoiso- indoline (15). The structures of 4, 7, 12, and 15 have been determined by X-ray crystallography.
