Tetranuclear zinc cluster-catalyzed transesterification

研究成果: 書籍/レポート タイプへの寄稿

抄録

Our studies on tetranuclear zinc cluster-catalyzed environmentally friendly transesterification are presented here. The newly developed l-oxo-tetranuclear zinc cluster is a highly efficient catalyst for the transesterification of various methyl esters including a-amino esters, b-keto esters, and even highly unstable a, b-unsaturated esters; for the acetylation of alcohols in EtOAc; and for the deacylation of esters in MeOH. A unique hydroxy group-selective acylation in the presence of inherently much more nucleophilic amino groups was also achieved by this zinc cluster. Zinc cluster-catalyzed transesterification was drastically accelerated by the addition of alkyl amine and N-heteroaromatic ligands, which coordinate with the metals, stabilize the clusters with lower nuclearities, and enhance catalytic activity for the transesterification. Based on our mechanistic studies, the deprotonation of nucleophiles was the most important step in this process, not only for achieving high catalytic activity but also for determining chemoselectivity. In addition, we also developed the second generation zinc catalyst: bis(imidazole)/zinc complexes and the third generation zinc catalyst: heterogeneous zinc/imidazole catalyst, enabling the recovery of the catalyst through simple filtration with the same or higher catalytic activity.

本文言語英語
ホスト出版物のタイトルNew Horizons of Process Chemistry
ホスト出版物のサブタイトルScalable Reactions and Technologies
出版社Springer Singapore
ページ65-87
ページ数23
ISBN(電子版)9789811034213
ISBN(印刷版)9789811034206
DOI
出版ステータス出版済み - 1月 1 2017

!!!All Science Journal Classification (ASJC) codes

  • 化学 (全般)
  • 化学工学(全般)
  • 医学(全般)
  • 工学(全般)
  • 農業および生物科学(全般)

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