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首页> 外文期刊>Catalysis science & technology >Water-soluble phosphane-substituted cyclodextrin as an effective bifunctional additive in hydroformylation of higher olefins
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Water-soluble phosphane-substituted cyclodextrin as an effective bifunctional additive in hydroformylation of higher olefins

机译：水溶性phosphane-substituted环糊精作为一个有效的双功能添加剂高烯烃加氢甲酰化

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摘要

In cyclodextrin (CD) -mediated aqueous biphasic catalysis, favoring contacts between the CD ("host"), the organic substrate ("guest") and the water-soluble catalyst is crucial for the reaction to proceed efficiently at the aqueous/organic interface. Grafting the catalyst onto the CD backbone thus appears as an attractive approach to favor the molecular recognition of the substrate and its subsequent catalytic conversion into products. In this context, a new water-soluble beta-CD-based phosphane was synthesized and characterized by NMR, tensiometric and ITC measurements. The beta-CD-based phosphane consisted of a 3,3'-disulfonatodiphenyl phosphane connected to the primary face of ii-CD by a dimethyleneamino spacer. Intra-and intermolecular inclusion processes of one of the two sulfophenyl groups into the beta-CD cavity were identified in water. However, the association constant (K-a) related to the beta-CD/sulfophenyl group couple was low. Accordingly, the inclusion process was easily displaced upon coordination to rhodium complexes. The efficacy of the resulting Rh-complex coordinated by beta-CD-based phosphanes was assessed in Rh catalyzed hydroformylation of higher olefins. The catalytic system proved to be far more successful and efficient than a system consisting of supramolecularly interacting phosphanes and CDs. The catalytic activity was up to 30-fold higher while the chemo-and regioselectivities remain rather unchanged.
机译：在环糊精(CD)介导的水两相的催化作用,支持联系人之间的CD(“主机”),有机基质(“guest”)和水溶性催化剂是至关重要的进行有效的反应水/有机界面。在CD因此出现作为一个支柱方法有利于分子的吸引力底物的识别及其后续催化转换成产品。背景下,一个新的水溶性beta-CD-basedphosphane合成和特征核磁共振,tensiometric和ITC测量。beta-CD-based phosphane由一个3, 3 ' -disulfonatodiphenyl phosphane相连主要面对ii-CD dimethyleneamino垫片。其中一个sulfophenyl组织的过程到beta-CD腔被确定在水里。然而,缔合常数(k)相关beta-CD / sulfophenyl组几个很低。因此,包含过程很容易流离失所的协调,铑配合物。结果Rh-complex的功效协调由beta-CD-based phosphanes在Rh催化氢甲酰化反应的评估较高的烯烃。更成功的和有效的一个系统组成的超分子相互作用phosphanes和cd。高30倍,而化疗和区域选择性保持不变。

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