2009•Dalton TransactionsRequires access

Preparation and characterization of bisphenolato magnesium derivatives: an efficient catalyst for the ring-opening polymerization of ε-caprolactone and L-lactide

M. Shen, Ya‐Liu Peng, Wen‐Chou Hung, Chu‐Chieh Lin

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Abstract

A series of magnesium complexes have been prepared and characterized, in which [(EDBP-Me)Mg(mu-OBn)](2) (4) has shown high activity toward the ring-opening polymerization (ROP) of epsilon-caprolactone and L-lactide. 2,2'-Ethylidene-bis(4,6-di-tert-butylphenol)-monomethyl ether ([EDBP-(Me)H]) is prepared by the reaction of 2,2'-ethylidene-bis(4,6-di-tert-butylphenol) (EDBP-H(2)) with dimethyl sulfate. The reaction of [EDBP-(Me)H] with (n)Bu(2)Mg yields [(EDBP-Me)Mg(n)Bu](2), which further reacts with benzyl alcohol and N,N-dimethylethylenediamine giving complexes [(EDBP-Me)Mg(mu-OBn)](2) (4) and {[EDBP(Me)]Mg(mu-Me(2)NCH(2)CH(2)NH)}(2) (5), respectively. Experimental results indicate that the activity of complex 4 toward cyclic esters is higher than that of [(mu-EDBP)Mg](2)/(BnOH).

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A series of magnesium complexes have been prepared and characterized, in which [(EDBP-Me)Mg(mu-OBn)](2) (4) has shown high activity toward the ring-opening polymerization (ROP) of epsilon-caprolactone and L-lactide. 2,2'-Ethylidene-bis(4,6-di-tert-butylphenol)-monomethyl ether ([EDBP-(Me)H]) is prepared by the reaction of 2,2'-ethylidene-bis(4,6-di-tert-butylphenol) (EDBP-H(2)) with dimethyl sulfate. The reaction of [EDBP-(Me)H] with (n)Bu(2)Mg yields [(EDBP-Me)Mg(n)Bu](2), which further reacts with benzyl alcohol and N,N-dimethylethylenediamine giving complexes [(EDBP-Me)Mg(mu-OBn)](2) (4) and {[EDBP(Me)]Mg(mu-Me(2)NCH(2)CH(2)NH)}(2) (5), respectively. Experimental results indicate that the activity of complex 4 toward cyclic esters is higher than that of [(mu-EDBP)Mg](2)/(BnOH).

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Available abstract

A series of magnesium complexes have been prepared and characterized, in which [(EDBP-Me)Mg(mu-OBn)](2) (4) has shown high activity toward the ring-opening polymerization (ROP) of epsilon-caprolactone and L-lactide. 2,2'-Ethylidene-bis(4,6-di-tert-butylphenol)-monomethyl ether ([EDBP-(Me)H]) is prepared by the reaction of 2,2'-ethylidene-bis(4,6-di-tert-butylphenol) (EDBP-H(2)) with dimethyl sulfate. The reaction of [EDBP-(Me)H] with (n)Bu(2)Mg yields [(EDBP-Me)Mg(n)Bu](2), which further reacts with benzyl alcohol and N,N-dimethylethylenediamine giving complexes [(EDBP-Me)Mg(mu-OBn)](2) (4) and {[EDBP(Me)]Mg(mu-Me(2)NCH(2)CH(2)NH)}(2) (5), respectively. Experimental results indicate that the activity of complex 4 toward cyclic esters is higher than that of [(mu-EDBP)Mg](2)/(BnOH).

Key concepts: Lactide, Caprolactone, Ring-opening polymerization, Polymerization, Catalysis, Magnesium, Ring (chemistry), Characterization (materials science)

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Preparation and characterization of bisphenolato magnesium derivatives: an efficient catalyst for the ring-opening polymerization of ε-caprolactone and L-lactide — Research Paper | ScholarLens