SusChEM: Selective C-H Functionalization by Highly Tunable Metalloporphyrin Carbenoid: A Mechanistic Investigation

化学部支持史蒂文斯理工学院张勇教授利用金属卟啉类碳化合物进行选择性碳氢（C-H）功能化的研究。金属卟啉类碳化合物已被发现是最有效和选择性的C-H插入催化剂之一，但对这些催化剂的机理研究相对较少，分子反应性和选择性的起源尚未得到很好的表征。这些信息对于这些催化剂的未来发展至关重要，特别是因为大多数报道的碳氢插入产率都是适度的。张博士的研究提供了关键金属卟啉碳烯反应性起源的系统概况，以及各种结构因素的反应性和选择性趋势，以促进高选择性金属卟啉为基础的C-H插入催化剂的开发，这些催化剂具有丰富的金属中心，毒性最小，价格相对便宜。张博士的研究广泛地与教与学相结合。在他的实验室里，学生们积极地参与到将他们的研究成果结合在一起的课堂和拓展项目中。张博士继续积极努力，让来自不同群体的学生广泛参与各个层次的学习，特别是来自代表性不足群体的学生。有机合成在现代社会中提供药物和材料是至关重要的。选择性碳氢（C-H）功能化代表了有机合成中一种强大的、潜在的可持续策略。作为血红素蛋白反应中间体的模型，金属卟啉类碳化合物是有机分子中C-H插入最有效和高选择性的催化剂之一，尽管机制研究很少，催化剂的反应性和选择性的来源尚不清楚。这些信息对未来的发展至关重要，特别是因为使用这些催化剂的大多数碳氢化合物插入收率都是适度的。张博士的研究提供了所需信息的系统概况，如分子设计指南，以促进高选择性金属卟啉为基础的C-H插入催化剂的开发，这些催化剂使用地球上丰富的金属（如铁）。这些见解可能会导致制药和材料合成工业中可持续和“绿色”化学的改进。张博士的研究广泛地与教与学相结合。他的学生利用几个渠道向科学界和公众广泛传播他们的研究。例如，参与nsf支持的项目的学生需要在他们的班级，他们的部门，大学，K-12机构，博物馆，新闻媒体和/或其他场所进行演讲/报告，以加强对该项目影响的科学理解。

The Division of Chemistry supports the efforts of Professor Yong Zhang of the Stevens Institute of Technology towards selective carbon-hydrogen (C-H) functionalization using metalloporphyrin carbenoids. Metalloporphyrin carbenoids have been found to be among the most efficient and selective catalysts for C-H insertions however, mechanistic studies on these catalysts are relatively scarce and the origins of molecular reactivity and selectivity have not been well characterized. Such information is critical for the future development of these catalysts, especially since most reported C-H insertion yields are modest. Dr. Zhang's research provides systematic profiles of the origins of reactivity for key metalloporphyrin carbenes as well as reactivity and selectivity trends of various structural factors to facilitate the development of highly selective metalloporphyrin-based C-H insertion catalysts with metal centers that are earth-abundant, minimally toxic, and relatively inexpensive. Dr. Zhang's research is broadly integrated with teaching and learning. Students in his lab are actively involved in classes and outreach programs that incorporate their research results. Dr. Zhang continues his vigorous efforts to have broad participation of students from different groups at various levels, particularly including students from underrepresented groups. Organic synthesis is of vital importance in modern society to provide drugs and materials. Selective carbon-hydrogen (C-H) functionalization represents a powerful, potentially sustainable strategy for organic synthesis. As models of broadly interesting and useful heme protein reaction intermediates, metalloporphyrin carbenoids have been found to be among the most efficient and highly selective catalysts for C-H insertions into organic molecules, even though few mechanistic studies have been done and their origin of the catalyst's reactivity and selectivity are not clear. Such information is critical for future development, especially since most C-H insertion yields using these catalysts are modest. Dr. Zhang's research provides systematic profiles of needed information such as molecular design guidelines to facilitate the development of highly selective metalloporphyrin-based C-H insertion catalysts that use earth-abundant metals (such as iron). Such insights may lead to improvements sustainable and "green" chemistry in the pharmaceutical and materials syntheses industries. Dr. Zhang's research is broadly integrated with teaching and learning. Several channels are employed by his students to broadly disseminate their research to the scientific community and general public. For example, students involved in this NSF-supported project are required to give presentations/reports in their classes, and within their department, university, K-12 institutions, museums, news media, and/or other venues, enhancing the scientific understanding of the impacts of this project.