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Chiral Metal-Organic Porous Materials: Synthetic Strategies and Applications in Chiral Separation and Catalysis

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Functional Metal-Organic Frameworks: Gas Storage, Separation and Catalysis

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 293))

Abstract

In the light of growing demand for chiral purity in biological and chemical processes, the synthesis of chiral metal-organic porous materials (CMOPMs) have become immensely important because of their potential applications in chiral separation and asymmetric catalysis. In this chapter, the synthetic strategies for CMOPMs are discussed briefly keeping the focus on their applications. Two distinct approaches have been taken to synthesize a wide variety of chiral structures with different topologies and accessible cavities. Several CMOPMs have shown catalytic activity and enantioselectivity toward a number of chemical transformations. On many occasions, the chiral pores of the MOPMs have been utilized in order to achieve separation of enantiomers from racemates. Recent applications of homochiral MOPMs in heterogeneous, asymmetric catalysis and chiral separations are also presented here.

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Abbreviations

1,2-pd:

1,2-propanediol

asp:

aspartate

bdc:

1,4-benzenedicarboxylate

BINAP:

2,2¢-bis(diphenylphosphino)-1,1¢-binaphthyl

BINOL:

2,2¢-dihydroxy-1,1¢-binaphthyl

bipy:

4,4¢-bipyridine

bpdc:

4,4¢-biphenyldicarboxylate

bpe:

1,2-bis(4-pyridyl)ethylene

bpy:

2,2¢-bipyridine

btc:

1,3,5-benzenetricarboxylate

CMOPM:

Chiral metal-organic porous material

CSP:

Chiral stationary phase

dca:

dicyanamide

DPEN:

1,2-diphenylethylenediamine

IRMOF:

Isoreticular metal organic framework

lac:

Lactate

MOF:

Metal-organic framework

MOPM:

Metal-organic porous material

pic:

picoline

QA:

6-methoxyl-(8S,9R)-cinchonan-9-ol-3-carboxylate

sala:

N-(2-hydroxybenzyl)-l-alanine

salen:

1,2-cyclohexanediimino-salicylidene

SBU:

Secondary building unit

SHG:

Second harmonic generation

TOF:

Turn over frequency

TON:

Turn over number

UHP:

Urea hydroperoxide

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Kim, K., Banerjee, M., Yoon, M., Das, S. (2009). Chiral Metal-Organic Porous Materials: Synthetic Strategies and Applications in Chiral Separation and Catalysis. In: Schröder, M. (eds) Functional Metal-Organic Frameworks: Gas Storage, Separation and Catalysis. Topics in Current Chemistry, vol 293. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2009_7

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