Cr-Phthalocyanine Porous Organic Polymer as an Efficient and Selective Catalyst for Mono Carbonylation of Epoxides to Lactones

Vinothkumar Ganesan,Sungho Yoon

doi:10.3390/catal10080905

Abstract

A facile, one-pot design strategy to construct chromium(III)-phthalocyanine chlorides (Pc’CrCl) to form porous organic polymer (POP-Pc’CrCl) using solvent knitting Friedel-Crafts reaction (FCR) is described. The generated highly porous POP-Pc’CrCl is functionalized by post-synthetic exchange reaction with nucleophilic cobaltate ions to provide an heterogenized carbonylation catalyst (POP-Pc’CrCo(CO)4) with Lewis acid-base type bimetallic units. The produced porous polymeric catalyst is identical to that homogeneous counterpart in structure and coordination environments. The catalyst is very selective and effective for mono carbonylation of epoxide into corresponding lactone and the activities are comparable to those observed for a homogeneous Pc’CrCo(CO)4 catalyst. The (POP-Pc’CrCo(CO)4) also displayed a good catalytic activities and recyclability upon successive recycles.

Highlights

Introduction βLactones are an important class of energetically favored four-membered heterocycles with prevalent utilities in the chemical industry, since they are crucial intermediates for the production of various derivatives of β-hydroxy acids, biodegradable poly(β-hydroxyalkanotes), succinic anhydrides, and acrylic acids [1,2,3,4,5,6,7,8,9]
The monomer Pc’Cr(III)Cl (2) was synthesized with excellent yield according to the modified literature procedure and characterized by FTIR and UV-Visible spectroscopic techniques, further confirmed by high-resolution mass spectrometry as shown in Figures S1–S4 [27,28]
We evaluated the catalytic activity of homogenous well-defined [Pc’Cr][Co(CO)4 ]; we observed conversion of >99%

Summary

Introduction

Lactones are an important class of energetically favored four-membered heterocycles with prevalent utilities in the chemical industry, since they are crucial intermediates for the production of various derivatives of β-hydroxy acids, biodegradable poly(β-hydroxyalkanotes), succinic anhydrides, and acrylic acids [1,2,3,4,5,6,7,8,9] Their inherent ring strain facilitates excellent reactivity, allowing them to undergo a range of transformations to provide products with a variety of applications ranging from polymer chemistry to natural product synthesis [4]. In addition to the heterogenization of catalysts to improve recyclability, facile synthesis of such catalytic systems is being actively researched [18,19,20]

Methods

Results

Conclusion