Structural aspects and ring opening polymerization of ε-caprolactone using mono- and di-aluminum compounds incorporating bidentate pyrrole-morpholine ligands

Hung Chang Hsiao, Amitabha Datta, Yun Fan Chen, Weilun Chang, Ting Yu Lee, Chia Her Lin, Jui Hsien Huang

Research output: Contribution to journalArticle

12 Citations (Scopus)

Abstract

A series of Al-compounds incorporating the bidentate pyrrole-morpholine precursor C4H3NH [2-CH2N(CH2CH2)2O] (1) and aluminum-alkyl have been conveniently synthesized and characterized by 1H and 13C NMR spectroscopy. Reacting one or two equivalents of 1 with AlMe3 in toluene afforded AlMe2{C4H3N [2-CH2N(CH2CH2)2O]} (2) and AlMe{C4H3N [2-CH2N(CH2CH2)2O]}2 (3), respectively, in moderate yield. Furthermore, compound (4), AlMe2{C4H3N [2-CH2N(CH2CH2)2O]}·AlMe3, was acquired either by the combination of 2 and one equivalent of AlMe3 or directly from the reaction between 1 and two equivalents of AlMe3. The molecular structures of 1, 2, and 4, were determined by single crystal X-ray diffractometry in solid state, showing a distorted tetrahedral arrangement around the Al atom in 2 and 4. All the aluminum compounds could effectively initiate the ring-opening polymerization (ROP) of ε-caprolactone in a well-controlled manner with molecular weight distributions (PDI = 1.03-1.49).

Original languageEnglish
Pages (from-to)35-41
Number of pages7
JournalJournal of Organometallic Chemistry
Volume804
DOIs
Publication statusPublished - 2016 Feb 15

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Aluminum Compounds
Aluminum compounds
aluminum compounds
Pyrroles
Ring opening polymerization
Toluene
pyrroles
Molecular weight distribution
Molecular Structure
Aluminum
Polymerization
X ray diffraction analysis
Molecular structure
Nuclear magnetic resonance spectroscopy
toluene
molecular weight
molecular structure
Magnetic Resonance Spectroscopy
polymerization
Molecular Weight

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

@article{4174c252c56d48adb60bd2c3f877c710,
title = "Structural aspects and ring opening polymerization of ε-caprolactone using mono- and di-aluminum compounds incorporating bidentate pyrrole-morpholine ligands",
abstract = "A series of Al-compounds incorporating the bidentate pyrrole-morpholine precursor C4H3NH [2-CH2N(CH2CH2)2O] (1) and aluminum-alkyl have been conveniently synthesized and characterized by 1H and 13C NMR spectroscopy. Reacting one or two equivalents of 1 with AlMe3 in toluene afforded AlMe2{C4H3N [2-CH2N(CH2CH2)2O]} (2) and AlMe{C4H3N [2-CH2N(CH2CH2)2O]}2 (3), respectively, in moderate yield. Furthermore, compound (4), AlMe2{C4H3N [2-CH2N(CH2CH2)2O]}·AlMe3, was acquired either by the combination of 2 and one equivalent of AlMe3 or directly from the reaction between 1 and two equivalents of AlMe3. The molecular structures of 1, 2, and 4, were determined by single crystal X-ray diffractometry in solid state, showing a distorted tetrahedral arrangement around the Al atom in 2 and 4. All the aluminum compounds could effectively initiate the ring-opening polymerization (ROP) of ε-caprolactone in a well-controlled manner with molecular weight distributions (PDI = 1.03-1.49).",
author = "Hsiao, {Hung Chang} and Amitabha Datta and Chen, {Yun Fan} and Weilun Chang and Lee, {Ting Yu} and Lin, {Chia Her} and Huang, {Jui Hsien}",
year = "2016",
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Structural aspects and ring opening polymerization of ε-caprolactone using mono- and di-aluminum compounds incorporating bidentate pyrrole-morpholine ligands. / Hsiao, Hung Chang; Datta, Amitabha; Chen, Yun Fan; Chang, Weilun; Lee, Ting Yu; Lin, Chia Her; Huang, Jui Hsien.

In: Journal of Organometallic Chemistry, Vol. 804, 15.02.2016, p. 35-41.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Structural aspects and ring opening polymerization of ε-caprolactone using mono- and di-aluminum compounds incorporating bidentate pyrrole-morpholine ligands

AU - Hsiao, Hung Chang

AU - Datta, Amitabha

AU - Chen, Yun Fan

AU - Chang, Weilun

AU - Lee, Ting Yu

AU - Lin, Chia Her

AU - Huang, Jui Hsien

PY - 2016/2/15

Y1 - 2016/2/15

N2 - A series of Al-compounds incorporating the bidentate pyrrole-morpholine precursor C4H3NH [2-CH2N(CH2CH2)2O] (1) and aluminum-alkyl have been conveniently synthesized and characterized by 1H and 13C NMR spectroscopy. Reacting one or two equivalents of 1 with AlMe3 in toluene afforded AlMe2{C4H3N [2-CH2N(CH2CH2)2O]} (2) and AlMe{C4H3N [2-CH2N(CH2CH2)2O]}2 (3), respectively, in moderate yield. Furthermore, compound (4), AlMe2{C4H3N [2-CH2N(CH2CH2)2O]}·AlMe3, was acquired either by the combination of 2 and one equivalent of AlMe3 or directly from the reaction between 1 and two equivalents of AlMe3. The molecular structures of 1, 2, and 4, were determined by single crystal X-ray diffractometry in solid state, showing a distorted tetrahedral arrangement around the Al atom in 2 and 4. All the aluminum compounds could effectively initiate the ring-opening polymerization (ROP) of ε-caprolactone in a well-controlled manner with molecular weight distributions (PDI = 1.03-1.49).

AB - A series of Al-compounds incorporating the bidentate pyrrole-morpholine precursor C4H3NH [2-CH2N(CH2CH2)2O] (1) and aluminum-alkyl have been conveniently synthesized and characterized by 1H and 13C NMR spectroscopy. Reacting one or two equivalents of 1 with AlMe3 in toluene afforded AlMe2{C4H3N [2-CH2N(CH2CH2)2O]} (2) and AlMe{C4H3N [2-CH2N(CH2CH2)2O]}2 (3), respectively, in moderate yield. Furthermore, compound (4), AlMe2{C4H3N [2-CH2N(CH2CH2)2O]}·AlMe3, was acquired either by the combination of 2 and one equivalent of AlMe3 or directly from the reaction between 1 and two equivalents of AlMe3. The molecular structures of 1, 2, and 4, were determined by single crystal X-ray diffractometry in solid state, showing a distorted tetrahedral arrangement around the Al atom in 2 and 4. All the aluminum compounds could effectively initiate the ring-opening polymerization (ROP) of ε-caprolactone in a well-controlled manner with molecular weight distributions (PDI = 1.03-1.49).

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JO - Journal of Organometallic Chemistry

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