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Reversible Insertion of Carbon Dioxide at Phosphine Sulfonamido PdII–Aryl Complexes
Organometallics ( IF 2.8 ) Pub Date : 2020-11-19 , DOI: 10.1021/acs.organomet.0c00560
Gregor Voit 1 , Sangeth Jenthra 1 , Markus Hölscher 1 , Thomas Weyhermüller 2 , Walter Leitner 1, 2
Affiliation  

Phosphine sulfonamido Pd(II) complexes bearing p-anisyl ([(P,N)Pd(4-OMe-C6H4)L]; L = C5H5N, 5-py; L = OS(CH3)2, 5-dmso) or carboxylato ([(P,N)Pd(OOCR)], 1-X: R = 4-OMe-C6H4, 1-pAn; R = tBu, 1-Piv; R = C6H5, 1-Ph) ligands were synthesized and their structures and dynamic behaviors were characterized. The compound 5-dmso can effectively be converted to 1-pAn by migratory insertion of carbon dioxide into the Pd–aryl bond with precoordination of the CO2 molecule. Additionally, carboxylato-substituted compounds 1-X can serve as catalysts for protodecarboxylation reactions of bis-o-OMe-substituted carboxylic acids at room temperature without the need for an external proton source. Stoichiometric decarboxylative coupling of these acids with styrene selectively yields 1,1-diarylated olefins.

中文翻译:

膦磺酰氨基Pd II-芳基配合物上二氧化碳的可逆插入

带有对-茴香基的膦磺酸磺酰胺基Pd(II)配合物[[(P,N)Pd(4-OMe-C 6 H 4)L]; L = C 5 H 5 N,5-py ; L = OS(CH 325-DMSO)或羧酸根([(p,N)的Pd(OOCR)],1-X:R = 4-OME-C 6 H ^ 41- p; R =卜,1-PIV ; R = C 6 H ^ 51-PH)配体的合成和它们的结构和动态行为进行了表征。化合物5-dmso可以通过在CO 2分子的预配位下将二氧化碳迁移插入Pd-芳基键中而有效地转化为1- p An。另外,羧基取代的化合物1-X可以在室温下用作双-o -OMe取代的羧酸的原脱羧反应的催化剂,而无需外部质子源。这些酸与苯乙烯的化学计量脱羧偶联选择性地产生1,1-二芳基化的烯烃。
更新日期:2020-12-28
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