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

化学系支持史蒂文斯理工学院的Yong Zhang教授使用金属卟啉类卡宾进行选择性碳氢（C-H）官能化的努力。 金属卟啉类卡宾被认为是C-H插入反应中最有效和最有选择性的催化剂之一，然而，对这些催化剂的机理研究相对较少，并且分子反应性和选择性的起源还没有得到很好的表征。 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C-H插入产率是适度的。 Zhang博士的研究提供了关键金属卟啉卡宾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，以促进开发具有地球丰富，毒性最小且相对便宜的金属中心的高选择性金属卟啉基C-H插入催化剂。 张博士的研究与教学和学习广泛结合。 他实验室的学生积极参与课程和推广计划，将他们的研究成果。 张博士继续积极努力，让来自不同层次不同群体的学生广泛参与，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是至关重要的药物和材料。 选择性碳-氢（C-H）官能化代表了有机合成的一个强大的，潜在的可持续发展的战略。 金属卟啉类卡宾作为血红素蛋白反应中间体的模型化合物，虽然其催化活性和选择性的机理尚不清楚，但已被发现是最有效和高选择性的C-H插入有机分子的催化剂之一。 这些信息对于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C-H插入产率是适度的。 Zhang博士的研究提供了所需信息的系统概况，如分子设计指南，以促进使用地球上丰富的金属（如铁）的高选择性金属卟啉基C-H插入催化剂的开发。 这些见解可能会导致制药和材料合成行业的可持续和“绿色”化学的改进。 张博士的研究与教学和学习广泛结合。 他的学生通过几个渠道向科学界和公众广泛传播他们的研究。 例如，参与这个NSF支持的项目的学生需要在他们的课堂上，以及在他们的部门，大学，K-12机构，博物馆，新闻媒体和/或其他场所进行演示/报告，提高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.