Reactions of 4-methylidene-bis(1-phenyl-3-methylpyrazol-5-one) with trimethylaluminum: Synthesis, structure and catalysis for the ring-opening polymerization of ε-caprolactone

Chen Yen Tsai; Chen Yu Li; Chia Her Lin; Bor Hunn Huang; Bao Tsan Ko

doi:10.1016/j.inoche.2010.11.012

Reactions of 4-methylidene-bis(1-phenyl-3-methylpyrazol-5-one) with trimethylaluminum: Synthesis, structure and catalysis for the ring-opening polymerization of ε-caprolactone

Chen Yen Tsai, Chen Yu Li, Chia Her Lin, Bor Hunn Huang, Bao Tsan Ko^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

13 Citations (Scopus)

Abstract

Aluminum complexes bearing ligand O,O-bidentate dipyrazolate are synthesized and structurally characterized. The reaction of 4-methylidene-bis(1- phenyl-3-methylpyrazol-5-one) (MBP-H) with AlMe₃ (1.2 molar equiv) in toluene yields [(MBP)AlMe₂] (1) as the four-coordinate monomeric aluminum complex. Tri-adduct complex [Al(MBP)₃] (2) results from treatment of AlMe₃ with MBP-H (3 molar equiv) in toluene in a high yield. In the presence of 9-anthracenemethanol, mono-adduct aluminum complex 1 catalyzes efficiently the ring-opening polymerization of ε-caprolactone (ε-CL) in a controlled manner, yielding PCLs with the expected molecular weights and narrow polydispersity indices (PDIs).

Original language	English
Pages (from-to)	271-275
Number of pages	5
Journal	Inorganic Chemistry Communications
Volume	14
Issue number	1
DOIs	https://doi.org/10.1016/j.inoche.2010.11.012
Publication status	Published - 2011 Jan
Externally published	Yes

Keywords

Aluminum complex
Catalyst
O-O-bidentate
Ring-opening polymerization
ε-caprolactone

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.inoche.2010.11.012

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Reactions of 4-methylidene-bis(1-phenyl-3-methylpyrazol-5-one) with trimethylaluminum: Synthesis, structure and catalysis for the ring-opening polymerization of ε-caprolactone. / Tsai, Chen Yen; Li, Chen Yu; Lin, Chia Her et al.
In: Inorganic Chemistry Communications, Vol. 14, No. 1, 01.2011, p. 271-275.

Research output: Contribution to journal › Article › peer-review

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abstract = "Aluminum complexes bearing ligand O,O-bidentate dipyrazolate are synthesized and structurally characterized. The reaction of 4-methylidene-bis(1- phenyl-3-methylpyrazol-5-one) (MBP-H) with AlMe3 (1.2 molar equiv) in toluene yields [(MBP)AlMe2] (1) as the four-coordinate monomeric aluminum complex. Tri-adduct complex [Al(MBP)3] (2) results from treatment of AlMe3 with MBP-H (3 molar equiv) in toluene in a high yield. In the presence of 9-anthracenemethanol, mono-adduct aluminum complex 1 catalyzes efficiently the ring-opening polymerization of ε-caprolactone (ε-CL) in a controlled manner, yielding PCLs with the expected molecular weights and narrow polydispersity indices (PDIs).",

keywords = "Aluminum complex, Catalyst, O-O-bidentate, Ring-opening polymerization, ε-caprolactone",

author = "Tsai, {Chen Yen} and Li, {Chen Yu} and Lin, {Chia Her} and Huang, {Bor Hunn} and Ko, {Bao Tsan}",

year = "2011",

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doi = "10.1016/j.inoche.2010.11.012",

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pages = "271--275",

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T2 - Synthesis, structure and catalysis for the ring-opening polymerization of ε-caprolactone

AU - Tsai, Chen Yen

AU - Li, Chen Yu

AU - Lin, Chia Her

AU - Huang, Bor Hunn

AU - Ko, Bao Tsan

PY - 2011/1

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N2 - Aluminum complexes bearing ligand O,O-bidentate dipyrazolate are synthesized and structurally characterized. The reaction of 4-methylidene-bis(1- phenyl-3-methylpyrazol-5-one) (MBP-H) with AlMe3 (1.2 molar equiv) in toluene yields [(MBP)AlMe2] (1) as the four-coordinate monomeric aluminum complex. Tri-adduct complex [Al(MBP)3] (2) results from treatment of AlMe3 with MBP-H (3 molar equiv) in toluene in a high yield. In the presence of 9-anthracenemethanol, mono-adduct aluminum complex 1 catalyzes efficiently the ring-opening polymerization of ε-caprolactone (ε-CL) in a controlled manner, yielding PCLs with the expected molecular weights and narrow polydispersity indices (PDIs).

AB - Aluminum complexes bearing ligand O,O-bidentate dipyrazolate are synthesized and structurally characterized. The reaction of 4-methylidene-bis(1- phenyl-3-methylpyrazol-5-one) (MBP-H) with AlMe3 (1.2 molar equiv) in toluene yields [(MBP)AlMe2] (1) as the four-coordinate monomeric aluminum complex. Tri-adduct complex [Al(MBP)3] (2) results from treatment of AlMe3 with MBP-H (3 molar equiv) in toluene in a high yield. In the presence of 9-anthracenemethanol, mono-adduct aluminum complex 1 catalyzes efficiently the ring-opening polymerization of ε-caprolactone (ε-CL) in a controlled manner, yielding PCLs with the expected molecular weights and narrow polydispersity indices (PDIs).

KW - Aluminum complex

KW - Catalyst

KW - O-O-bidentate

KW - Ring-opening polymerization

KW - ε-caprolactone

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Reactions of 4-methylidene-bis(1-phenyl-3-methylpyrazol-5-one) with trimethylaluminum: Synthesis, structure and catalysis for the ring-opening polymerization of ε-caprolactone

Abstract

Keywords

ASJC Scopus subject areas

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