Metal-free methods for the reduction of organic compounds

减少有机化合物的无金属方法

• 批准号: 397125-2010
• 负责人: Crudden, Catherine
• 金额: $ 11.47万
• 依托单位: Queen's University
• 依托单位国家: 加拿大
• 项目类别: Strategic Projects - Group
• 财政年份: 2011
• 资助国家: 加拿大
• 起止时间: 2011-01-01 至 2012-12-31
• 项目状态: 已结题
• 来源: https://www.nserc-crsng.gc.ca/ase-oro/Details-Detailles_eng.asp?id=487602
• 关键词: Metal; free; methods; reduction; organic

All of the key chemical manufacturers, including the pharmaceutical, commodity chemical and agrochemical sectors, use reduction chemistry as part of their synthetic repertoire. This reaction is typically accomplished in one of two ways, either employing expensive transition metal catalysts (for example based on palladium or rhodium) and hydrogen gas, or using stoichiometric amounts of main group metal hydrides such as those of aluminum or boron. In the former case, although the metal catalyst is expensive, its removal from the final product is often more costly than the purchase of the metal itself. In the latter case, safety concerns hamper the use of certain metal hydrides in large scale reactions. In addition, these reactions lead to the production of large quantities of waste. We have proposed an alternative strategy which involves the use of an organic catalyst for this reaction which will: improve safety, reduce waste, and increase efficiency. This proposal is based on the novel concept of Frustrated Lewis Pair chemistry, described for the first time only four years ago. In this approach, an acid and a base are prevented from reacting together by steric bulk, and instead cooperate to activate other small molecules that permit their acidity and basicity to be quenched. The project will be carried out collaboratively at Queen's University and the University of Toronto. Industrial collaborators are from Piramal in Toronto, which is an international company with a significant research presence in Canada specializing in custom synthesis. Our other supporting organization is BASF, the largest chemical company in the world. BASF has a significant interest in boron chemistry and has a division specializing in this area. As such, they are a strong collaborator in this project. Our contact person at BASF, Dr. Karl Matos, is a specialist in boron chemistry, and was one of the primary authors on some of the literature used as the basis for this work. The students involved in this work will obtain a unique education in catalysis, organic chemistry and inorganic chemistry. They will have significant interactions with the two organizations during the project.

所有主要化学品制造商，包括制药、商品化学品和农用化学品部门，都将还原化学作为其合成技术的一部分。这个反应通常有两种方式，要么使用昂贵的过渡金属催化剂（例如钯或铑）和氢气，要么使用化学计量量的主族金属氢化物，如铝或硼的氢化物。在前一种情况下，虽然金属催化剂很昂贵，但从最终产品中去除它往往比购买金属本身更昂贵。在后一种情况下，安全问题阻碍了在大规模反应中使用某些金属氢化物。此外，这些反应还会产生大量废物。我们提出了一种替代策略，该策略涉及使用有机催化剂进行该反应，这将提高安全性，减少浪费并提高效率。这个提议是基于挫折刘易斯对化学的新概念，仅在四年前首次被描述。在这种方法中，一种酸和一种碱被位阻体阻止一起反应，而是协同激活其他小分子，使它们的酸性和碱性被淬灭。该项目将在女王大学和多伦多大学合作进行。工业合作者来自多伦多的皮拉马尔，这是一家在加拿大专门从事定制合成研究的国际公司。我们的另一个支持组织是巴斯夫，世界上最大的化工公司。巴斯夫对硼化学有着浓厚的兴趣，并在该领域设有专门的部门。因此，他们是这个项目强有力的合作者。我们在巴斯夫的联系人Karl Matos博士是硼化学方面的专家，也是本工作所依据的一些文献的主要作者之一。参与这项工作的学生将获得催化，有机化学和无机化学方面的独特教育。他们将在项目期间与两个组织进行重要的互动。