Imidazolium Cyclopentadienide Salts and their Use as Cp-Transfer Reagents

Imidazolium Cyclopentadienide Salts and their Use as Cp-Transfer Reagents
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DOI:
10.1002/ejic.201900047
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发表时间:
2019-04-16
影响因子:
2.3
通讯作者:
Schaefer, Andre
Schaefer, Andre
中科院分区:
化学3区
文献类型:
--
作者:
Bischoff, Inga-Alexandra;Mueller, Carsten;Schaefer, Andre

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研究了N-杂环卡宾1a-c与环戊二烯2a-c的反应。N,N ′-二异丙基取代的卡宾1a起布朗斯台德碱的作用,使环戊二烯2a和异丙基环戊二烯2 B去质子化,得到相应的咪唑鎓环戊二烯盐3a,B,而不发生生成1,2,3,4,5-五甲基环戊二烯的反应。咪唑鎓环戊二烯盐3a、B在溶液中通过H-1和C-13 NMR光谱进行表征,以及在固体状态下通过单晶X-射线衍射进行表征。此外,还证明了咪唑鎓环戊二烯盐3a可以作为Cp-转移试剂用于合成不同结构的过渡金属配合物。
The reaction of N-heterocyclic carbenes, 1a-c, towards cyclopentadienes, 2a-c, was studied. N,N '-diisopropyl-substituted carbene 1a acts as a Bronsted base and deprotonates cyclopentadiene, 2a, and isopropylcyclopentadiene, 2b, to yield the corresponding imidazolium cyclopentadienide salts, 3a,b, whereas there is no reaction towards 1,2,3,4,5-pentamethylcyclopentadiene. Imidazolium cyclopentadienide salts, 3a,b, were characterized in solution by H-1 and C-13 NMR spectroscopy, as well as in the solid state by single-crystal X-ray diffraction. In addition, it was demonstrated that imidazolium cyclopentadienide salt 3a can be used as a Cp-transfer reagent in the synthesis of different cyclopentadienyl transition metal complexes.