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Enolizable Ketones as Activators of Palladium(II) Precatalysts in Amine Arylation Reactions
ACS Catalysis ( IF 11.3 ) Pub Date : 2020-03-18 , DOI: 10.1021/acscatal.0c00221 Huaiyuan Hu 1 , Ashley M. Gilliam 1 , Fengrui Qu 1 , Kevin H. Shaughnessy 1
ACS Catalysis ( IF 11.3 ) Pub Date : 2020-03-18 , DOI: 10.1021/acscatal.0c00221 Huaiyuan Hu 1 , Ashley M. Gilliam 1 , Fengrui Qu 1 , Kevin H. Shaughnessy 1
Affiliation
Enolizable ketones have been identified as effective activators for palladium(II) precatalysts in the coupling of aryl bromides and aniline. N-arylation reactions catalyzed by [(DTBNpP)PdCl2]2 (DTBNpP = (bis(tert-butyl)neopentylphosphine) and PEPPSI-IPr precatalysts are activated by the addition of acetone, mesityl oxide, and 3-pentanone. 3-Pentanone was the most effective activator. Mechanistic studies show that acetone, 3-pentanone, and mesityl oxide reduce [(DTBNpP)PdCl2]2 in the presence of NaO-t-Bu to Pd0(DTBNpP)2.
中文翻译:
可烯化的酮在胺化反应中作为钯(II)预催化剂的活化剂
在芳基溴化物和苯胺的偶联中,可烯化的酮已被确认为钯(II)预催化剂的有效活化剂。通过[(DTBNpP)PdCl 2 ] 2(DTBNpP =(双(叔-丁基)新戊基膦))和PEPPSI-IPr催化的N-芳基化反应通过添加丙酮,异亚丙基丙酮和3-戊酮来活化。机理研究表明,在NaO- t- Bu存在下Pd 0(DTBNpP)2存在下,丙酮,3-戊酮和异亚丙基丙酮可将[(DTBNpP)PdCl 2 ] 2还原。
更新日期:2020-03-19
中文翻译:
可烯化的酮在胺化反应中作为钯(II)预催化剂的活化剂
在芳基溴化物和苯胺的偶联中,可烯化的酮已被确认为钯(II)预催化剂的有效活化剂。通过[(DTBNpP)PdCl 2 ] 2(DTBNpP =(双(叔-丁基)新戊基膦))和PEPPSI-IPr催化的N-芳基化反应通过添加丙酮,异亚丙基丙酮和3-戊酮来活化。机理研究表明,在NaO- t- Bu存在下Pd 0(DTBNpP)2存在下,丙酮,3-戊酮和异亚丙基丙酮可将[(DTBNpP)PdCl 2 ] 2还原。