Scholarlink

<p>Benzamides constitute an important class of bulk and fine chemicals as well as essential parts of many life science molecules. Currently, all these compounds are majorly produced from petrochemical-based feedstocks. Notably the selective aerobic oxidative conversion of lignin and lignin-derived compounds to primary, secondary, and tertiary amides and phenols offers the potential for a more sustainable synthesis of valuable building blocks for fine chemicals, monomers for polymers, biologically active molecules, and diverse consumer products. Here we present the concept of “lignin to amides” which is demonstrated by a one-pot, multi-step oxidation process utilizing molecular oxygen and a 3d-metal catalyst with highly dispersed and stable cobalt species (Co-SACs) supported on nitrogen-doped carbon in water as solvent. Moreover, our cobalt-based methodology allows for the cost-efficient transformation of a lignin and its variety of derivates simply using O<sub>2</sub> and organic amines. Mechanistic investigations and control experiments suggest that the process involves an initial dehydrogenation of C<sub>α</sub>-OH, cleavage of the C<sub>β</sub>-O as well as C(O)-C bond and condensation of the resulting carboxylic acids with amines. Spectroscopic studies indicate that the formation of superoxide species (O<sub>2</sub><sup>●−</sup>) and specific Co-nitrogen sites anchored on mesoporous carbon sheets are key for the success of this transformation.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Synthesis of aromatic amides from lignin and its derivatives

  • 期刊论文

  • 出版模式：

    开放获取

  • 发表日期：

    2025年4月11日

查看全文
  • Zhuang Ma,
  • Zupeng Chen,
  • Zeli Yuan,
  • Changyue Ren,
  • Binyu Zhang,
  • Yanbin Cui,
  • Xinmin Li,
  • Rajenahally V. Jagadeesh,
  • Matthias Beller

摘要

Benzamides constitute an important class of bulk and fine chemicals as well as essential parts of many life science molecules. Currently, all these compounds are majorly produced from petrochemical-based feedstocks. Notably the selective aerobic oxidative conversion of lignin and lignin-derived compounds to primary, secondary, and tertiary amides and phenols offers the potential for a more sustainable synthesis of valuable building blocks for fine chemicals, monomers for polymers, biologically active molecules, and diverse consumer products. Here we present the concept of “lignin to amides” which is demonstrated by a one-pot, multi-step oxidation process utilizing molecular oxygen and a 3d-metal catalyst with highly dispersed and stable cobalt species (Co-SACs) supported on nitrogen-doped carbon in water as solvent. Moreover, our cobalt-based methodology allows for the cost-efficient transformation of a lignin and its variety of derivates simply using O2 and organic amines. Mechanistic investigations and control experiments suggest that the process involves an initial dehydrogenation of Cα-OH, cleavage of the Cβ-O as well as C(O)-C bond and condensation of the resulting carboxylic acids with amines. Spectroscopic studies indicate that the formation of superoxide species (O2●−) and specific Co-nitrogen sites anchored on mesoporous carbon sheets are key for the success of this transformation.