Journal of Organometallic Chemistry ( IF 2.3 ) Pub Date : 2020-01-23 , DOI: 10.1016/j.jorganchem.2020.121129 Chong Chen , Jiao Ji , Chang-Jiu Wang , Ai-Quan Jia , Qian-Feng Zhang
Condensation of salicylaldehyde or 5-nitrosalicylaldehyde with (S)-(+)-2-amino-3-methyl-1-butanol in refluxing ethanol afforded the chiral Schiff-base ligands (S)-N-(1-hydroxymethylisobutyl)salicylidene (HL1*) and (S)-N-1-hydroxymethylisobutyl-5-nitrosalicylidene (HL2*), respectively. Similarly, reaction of 3,5-di-tert-butylsalicylaldehyde or 3,5-dibromosalicylaldehyde with (R)-(+)-α-methylbenzylamine gave the chiral Schiff base ligands (R)-N-(1-phenylethyl)-3,5-di-tert-butylsalicylidene (HL3*) and (R)-N-(1-phenylethyl)-3,5-dibromosalicylidene (HL4*), respectively. Treatment of 3,5-dibromosalicylaldehyde with (S)-(+)-2-amino-1-propanol, (S)-(+)-2-amino-3-methyl-1-butanol or (S)-(−)-2-amino-3-phenyl-1-propanol in refluxing ethanol afforded (S)-N-(1-hydroxymethylethyl)-3,5-dibromosalicylidene (HL5*), (S)-N-(1-hydroxymethylisobutyl)-3,5-dibromosalicylidene (HL6*), and (S)-N-(1-hydroxymethylphenylethyl)-3,5-dibromosalicylidene (HL7*), respectively. Interaction of [(η6-p-cymene)RuCl2]2 with two euivalents of the chiral Schiff-bases HL1*‒HL7* gave the corresponding half-sandwich ruthenium(II) complexes [(η6-p-cymene)Ru(κ2-N,O-L*)Cl] (1–7). The molecular structures of HL1*‒HL7* and the complex 3 have been determined by single-crystal X-ray crystallography.
中文翻译:
带有双齿手性席夫碱配体的半夹心钌配合物的合成,表征和晶体结构
将水杨醛或5-硝基水杨醛与(S)-(+)-2-氨基-3-甲基-1-丁醇在回流的乙醇中缩合,得到手性席夫碱配体(S)-N-(1-羟甲基异丁基)水杨基(HL1 *)和(S)-N -1-羟甲基异丁基-5-硝基水杨基(HL2 *)。类似地,使3,5-二叔丁基水杨醛或3,5-二溴水杨醛与(R)-(+)- α-甲基苄基胺反应,得到手性席夫碱配体(R)-N-(1-苯乙基)-3 ,5-二叔丁基水杨基(HL3 *)和(R)-N-(1-苯乙基)-3,5-二溴水杨亚基(HL4 *)。用(S)-(+)-2-氨基-1-丙醇,(S)-(+)-2-氨基-3-甲基-1-丁醇或(S)-(-)处理3,5-二溴水杨醛)-2-氨基-3-苯基-1-丙醇在回流的乙醇中制得(S)-N-(1-羟甲基乙基)-3,5-二溴水杨亚基(HL5 *),(S)-N-(1-羟甲基异丁基) -3,5-二溴水杨基亚烷基(HL6 *)和(S)-N-(1-羟甲基苯乙基)-3,5-二溴水杨基亚烷基(HL7*), 分别。[(的相互作用η 6 - p的RuCl -cymene)2 ] 2具有两个euivalents手性Schiff碱的HL1 * - HL7 *得到相应的半夹心钌(II)配合物[(η 6 - p -cymene)茹(κ 2 - ñ,ö -大号*)CL](1 - 7)。HL1 * HL7 *和配合物3的分子结构已经通过单晶X射线晶体学确定。