Preparation and application of air-stable P,N-bidentate ligands for the selective synthesis of δ-lactone via the palladium-catalyzed telomerization of 1,3-butadiene with carbon dioxide

Preparation and application of air-stable P,N-bidentate ligands for the selective synthesis of δ-lactone via the palladium-catalyzed telomerization of 1,3-butadiene with carbon dioxide
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DOI:
10.1016/j.jorganchem.2011.10.011
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发表时间:
2012-01-01
影响因子:
2.3
通讯作者:
Bao, Ming
Bao, Ming
中科院分区:
化学3区
文献类型:
--
作者:
Dai, Yao;Feng, Xiujuan;Bao, Ming

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设计并合成了一系列具有空气稳定性的P,N-双齿配体L1-L7,其环仲胺部分连接在三苯基膦的苯环上。通过测定配体L1和L2分别衍生的Pd(II)配合物C1和C2的X射线结构,证实了P,N-双齿配体与Pd(II)中心的螯合配位模式。该配体被用于通过钯(Pd)催化的1,3-丁二烯与二氧化碳的调聚来选择性合成δ-内酯。使用Pd-2(dba)(3)/4(2-(二苯基膦基)苯基)吗啉(L2)催化剂体系观察到最高产率(60%,选择性79%)。(C)2011 Elsevier B. V.保留所有权利。
Air-stable P,N-bidentate ligands L1-L7 with cyclic secondary amine moieties linked to the benzene rings of triphenylphosphine were designed and prepared. The chelating coordination mode of the P, N-bidentate ligands to the Pd(II) center was confirmed by determining the X-ray structures of the Pd(II) complexes C1 and C2 derived from ligands L1 and L2, respectively. The ligands were used for the selective synthesis of delta-lactone through the palladium (Pd)-catalyzed telomerization of 1,3-butadiene with carbon dioxide. The highest yield (60% with 79% selectivity) was observed using the Pd-2(dba)(3)/4(2-(diphenylphosphino)phenyl)morpholine (L2) catalyst system. (C) 2011 Elsevier B.V. All rights reserved.