Abstract

A selective atmospheric hydrogenation of unsaturated imines over heterogeneous iridium catalyst is described, in addition the selectivity is elucidated by DFT-calculations.

Highlights

  • Selective reduction of imines in the presence of olefins can be achieved by stoichiometric amounts of a suitable hydride source, such as sodium borohydride

  • The XRD pattern (Fig. 1 right) of the initial hard template KIT-6 is characterized by wellseparated hkl reflexes, which define a highly ordered cubic structure with Ia3d symmetry type

  • Due to decrease of the interplanar distances in carbon nitride obtained in KIT-6

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Summary

Introduction

Selective reduction of imines in the presence of olefins can be achieved by stoichiometric amounts of a suitable hydride source, such as sodium borohydride. Selective heterogeneous hydrogenation methods would simplify and limit the amount of waste formed in scaling up of the corresponding reduction reactions.[1] Various homogeneously[7,8] and heterogeneously[9] catalyzed hydrogenation methods for imine reduction have been developed recently, with particular focus on enantioselectivity.[10] Yet, only a few of the homogeneously catalyzed imine hydrogenation[11] and hydrosilylation[12] methods developed to date, tolerate olefinic moieties in the substrate. A series of studies on selective synthesis of unsaturated amines through one-pot monoterpene amination and controlled hydrogenation of competitive C C and C N groups in the presence of gold catalysts at 100–180 °C have been reported.[15]

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