Water-Soluble Palladium Complex of N′-(pyridin-2-yl)propane-1,3-diamine modified β-Cyclodextrin: An efficient Catalyst for Transfer Hydrogenation of Carbonyl Compounds,ACS Sustainable Chemistry & Engineering

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Water-Soluble Palladium Complex of N′-(pyridin-2-yl)propane-1,3-diamine modified β-Cyclodextrin: An efficient Catalyst for Transfer Hydrogenation of Carbonyl Compounds
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2018-11-01 00:00:00 , DOI: 10.1021/acssuschemeng.8b02787
Raihana Imran Khan ₁ , Kasi Pitchumani _{1,

2}

Affiliation

Synthesis of a water-soluble Pd(II) complex of N′-(pyridin-2-yl)propane-1,3-diamine modified β-cyclodextrin (Pd(II)@PyPDA:β-CD) is reported. The synthesized Pd(II)@PyPDA:β-CD, characterized by FT–IR, NMR, mass, UV–vis spectroscopies and molecular modeling studies, is used as a homogeneous, ecofriendly and reusable catalyst under mild reaction conditions for transfer hydrogenation of aromatic ketones to secondary alcohols using isopropyl alcohol as a green reducing agent. This homogeneous catalyst is reused five times with only a small decrease in its catalytic activity. The presence of a chiral cavity in cyclodextrin, is found to facilitate significant chiral induction, evident from preliminary chiral HPLC studies. A plausible mechanism for hydrogenation is proposed. Other significant advantages of the present catalyst, namely, simple preparation, stability, substrate selectivity, easy recovery, and reusability highlight its potential utility in other reactions and also in industrial applications.

中文翻译：

N '-（吡啶-2-基）丙烷-1,3-二胺改性的β-环糊精的水溶性钯配合物：羰基化合物转移加氢的有效催化剂

N的水溶性Pd（II）配合物的合成报道了′-（吡啶-2-基）丙烷-1，3-二胺改性的β-环糊精（Pd（II）@PyPDA：β-CD）。合成的Pd（II）@PyPDA：β-CD具有FT-IR，NMR，质谱，UV-vis光谱学和分子模型研究的特征，在温和的反应条件下用作均相，生态友好和可重复使用的催化剂，用于氢的转移加氢。异丙醇作为绿色还原剂，将芳族酮转化为仲醇。将该均相催化剂重复使用五次，其催化活性仅有很小的下降。从初步的手性HPLC研究中可以明显看出，环糊精中存在手性腔可促进明显的手性诱导。提出了合理的氢化机理。本催化剂的其他显着优点是，制备简单，稳定性，底物选择性，易于回收，

更新日期：2018-11-01

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