Abstract

A homochiral metal-organic framework (MOF) based on enantiopure (R)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid was synthesized. X-ray crystal diffraction studies revealed that the MOF adopts a one-dimensional infinite right-handed helical tubular structure along the a-axis, which serves as a host for the inclusion of guest dimethylformamide (DMF) molecules.

Highlights

  • The field of metal-organic frameworks (MOFs) has grown explosively in recent years [1-8]; numerous studies have been reported owing to the potential applications of MOFs in gas storage [9-15], separation [16-23], luminescent materials [24-32], and heterogeneous catalysis [33-41]

  • We recently reported the synthesis of a Polymers 2011, 3 novel two-dimensional homochiral MOF, (R)-MOF-1, from (R)-2,2′-dihydroxy-1,1′-binaphthyl-5,5′dicarboxylic acid (1) (Scheme 1) and its application as an effective catalyst for the asymmetric ring-opening reaction of epoxide with amine [43] and the alcoholytic kinetic resolution of styrene oxide under heterogeneous conditions [44]

  • New homochiral (R)-MOF-2 [Mn2((R)-1)2(DMF)4(H2O)4]·2DMF was synthesized by the reaction of (R)-(+)-2 and MnCl2·4H2O in the presence of pyridine in DMF at room temperature

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Summary

Introduction

The field of metal-organic frameworks (MOFs) has grown explosively in recent years [1-8]; numerous studies have been reported owing to the potential applications of MOFs in gas storage [9-15], separation [16-23], luminescent materials [24-32], and heterogeneous catalysis [33-41]. MOFs have been discovered so far, only a few examples of chiral MOFs for enantiomer separations or heterogeneous asymmetric catalysis have been investigated [42]. We recently reported the synthesis of a Polymers 2011, 3 novel two-dimensional homochiral MOF, (R)-MOF-1, from (R)-2,2′-dihydroxy-1,1′-binaphthyl-5,5′dicarboxylic acid (1) (Scheme 1) and its application as an effective catalyst for the asymmetric ring-opening reaction of epoxide with amine [43] and the alcoholytic kinetic resolution of styrene oxide under heterogeneous conditions [44]. We report the synthesis and X-ray crystal structure of the one-dimensional helical homochiral MOF, (R)-MOF-2, constructed from (R)-2,2′-dihydroxy-1,1′-binaphthyl-3,3′-dicarboxylic acid (2) (Scheme 2).

Experimental Section
Synthesis of Chiral MOF
Conclusions
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