A reusable Cu^II based metal–organic framework as a catalyst for the oxidation of olefins

Abstract

The metal–organic framework [Cu2(bipy)2(btec)]∞ was used as a heterogeneous catalyst in the liquid phase oxidation of styrene and cyclohexene with tert-butylhydroperoxide (TBHP) as the oxidant either in water–dichloroethane or n-decane medium.

Copper‐Functionalized Metal–Organic Framework as Catalyst for Oxidant‐Controlled Partial Oxidation of Cyclohexene

“…In our study, the catalytic oxidation of olefins by MIL‐53[Cu] catalyst, using oxygen as the oxidant and isobutyraldehyde as the co‐oxidant, provides epoxides as the major products. To obtain other oxidation products, TBHP was chosen as the oxidant, because there are previous reports suggesting that allylic oxidation can occur when TBHP is used in the copper‐catalyzed oxidation of cyclohexene Table presents the catalytic cyclohexene oxidation, using MIL‐53[Cu] as the catalyst and TBHP as the oxidant, under different reaction atmospheres. Under these conditions, the allylic oxidation dominates; the mechanism is depicted in Scheme .…”

Metal–Organic Frameworks as Catalysts for Oxidation Reactions

“…Recently, [Cu(H 2 btec)(bipy)] ∞ was also tested as a catalyst for the oxidation of cyclohexene, using oxygen, TBHP, and hydrogen peroxide as oxidants at 75 °C, leading to <7 % selectivity to the cyclohexene epoxide. Interestingly, styrene was selectively oxidized to styrene oxide by using hydrogen peroxide as oxidant at 37 % conversion (TOF=25 h −1 ) . However, the limited porosity of [Cu(H 2 btec)(bipy)] ∞ represents a major limitation to its use as a catalyst.…”

“…Interestingly,s tyrene was selectively oxidized to styrene oxide by using hydrogen peroxide as oxidant at 37 %c onversion (TOF = 25 h À1 ). [31] However, the limitedp orosity of [Cu(H 2 btec)(bipy)] 1 represents am ajor limitation to its use as acatalyst.…”

Epoxidation of olefins with oxygen/isobutyraldehyde over transition-metal-substituted phosphomolybdic acid on SBA-15

“…The epoxidation of olefins is an industrially important process since epoxides are widely used as key intermediates in organic synthesis [1][2][3]. Recently, considerable interests have been drawn on studying the aerobic epoxidation of olefins for developing more efficient and environmentally benign route [4][5][6][7].…”