4.7 Article

L-proline functionalized pillar-layered MOF as a heterogeneous catalyst for aldol addition reaction

Journal

INORGANIC CHEMISTRY COMMUNICATIONS
Volume 119, Issue -, Pages -

Publisher

ELSEVIER
DOI: 10.1016/j.inoche.2020.108052

Keywords

L-proline; Metal-organic frameworks; Crystal structure; Asymmetric catalysis; Aldol reaction

Funding

  1. Natural Science Foundation of Zhejiang Province [LY16B010003, LQ20B010007]
  2. FluorSilicon Fine Chemical and Material Manufacturing Collaborative Innovation Centre Open Foundation

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A pillar-layered proline-functionalized MOF, [Zn-2(2,6-ndc)(2)(bpb-NHPro)] (I), was synthesized through a solvothermal reaction of Zn(NO3)(2) with 1-L-Pyrrolidine-2-carboxamide-2, 5-bis(4-pyridyl)benzene (bpb-NHPro) and 2,6-naphthalenedicarboxylic acid (H(2)ndc) in N,N-diethyl formamide (DEF). The aldol addition between cyclopentanone and 4-nitrobenzaldehyde was selected as a model reaction for the estimation of the catalytic performance of I, which showed reversed diastereoselectivity, preferring syn-adduct, in contrast to homogeneous catalysis with excellent yield up to 98% and diastereomeric excess up to 98:2 (syn:anti).

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