CAREER: Novel Synthetic Applications of Poly(cationic) lambda-3 Iodanes

有了这个职业奖，NSF化学部的化学合成计划支持坦普尔大学化学系Sarah Wengryniuk教授的研究。Wengryniuk教授和她的学生开发了合成中型（7-10个原子）含氧环化合物的创新方法。这些具有挑战性的分子支架通常具有独特的生物活性。Wengryniuk实验室开发了基于一类新的环境友好，低毒性氮配体的新方法。 该奖项的第一个目标是开发新的环化模式，以获得5-8元环。第二个目标是将Wengryniuk实验室开发的新方法应用于Heliannuols的合成，使这些中环天然产物能够开发为新型环保除草剂。这笔资金还支持建立一个全女性导师团队，即Temple“OWLS”（杰出女性科学领袖），该团队将参加K-8外联活动、科学博览会导师和高中生暑期研究实习。 该团队还赞助了一个年度妇女在科学研讨会，以帮助年轻女性准备追求先进的学位和领导作用，在科学和工程领域。高价碘试剂（HVI）由于其多样的反应活性、低毒性和低成本而成为有机合成中的有力工具。Wengryniuk教授最近报道了（聚）阳离子三碘烷（N-HVI）的首次合成应用，这是一类未充分利用的高价碘试剂，与传统的高价碘试剂相比，其显示出独特和不同的反应性。这项研究利用了独特的专业知识和正在进行的努力，在发展这些强大的试剂作为新的方法，全合成和umpolung方法的碳-氢官能化。具体而言，本研究开发了新的方法来合成不同的氧杂环通过umpolung激活醇功能。该团队进一步利用Wengryniuk教授发现的一种新颖的扩环方法来合成中环苯并氧杂环庚烷和苯并氧杂环庚烷天然产物。 向日葵酚是一类新型的环境友好型除草剂。这笔资金还支持建立一个全女性导师团队-Temple“OWLS”（杰出女性科学领袖），该团队参与旨在帮助年轻女性准备获得化学高级学位和领导角色的活动，该奖项反映了国家科学基金会的法定使命，并通过使用基金会的知识价值和更广泛的影响审查标准进行评估，被认为值得支持。

With this CAREER award, the Chemical Synthesis Program of the NSF Chemistry Division supports the research of Professor Sarah Wengryniuk in the Department of Chemistry at Temple University. Professor Wengryniuk and her students develop innovative approaches for the synthesis of medium-sized (7-10 atoms) oxygen-containing ring compounds. These challenging molecular scaffolds often have unique biological activities. The Wengryniuk lab develops novel methodology based on a new class of environmentally friendly, low toxicity nitrogen ligands. The first goal of this award is to develop new cyclization modes to access 5-8 membered rings. The second aim applies new methodology developed in the Wengryniuk lab to the synthesis of the Heliannuols, enabling the development of these medium-ring natural products as novel environmentally-benign herbicides. This funding also supports the establishment of an all-female mentorship team the Temple "OWLS" (Outstanding Women Leaders in Science) which will participate in K-8 outreach, science fair mentorship, and summer research internships for high school students. The team also sponsors an annual Women In Science symposium to help young women to prepare to pursue advanced degrees and leadership roles in science and engineering fields. Hypervalent iodine reagents (HVIs) are powerful tools in organic synthesis due to their diverse reactivity, low toxicity, and low cost. Professor Wengryniuk recently reported the first synthetic applications of (poly)cationic lambda3-iodanes (N-HVIs), an underutilized class of hypervalent iodine reagents which display unique and divergent reactivity from traditional hypervalent iodine reagents. This research leverages unique expertise and ongoing efforts in the development of these powerful reagents as new methods for total synthesis and umpolung approaches to carbon-hydrogen functionalization. Specifically, this research develops novel approaches to the synthesis of diverse oxygen heterocycles through umpolung activation of alcohol functionalities. This team further leverages a novel ring-expansion methodology discovered by Professor Wengryniuk for the synthesis of medium-ring benzoxepane and benzoxecane natural products. Heliannuols are a new class of environmentally benign herbicides. This funding also supports the establishment of an all-female mentorship team the Temple "OWLS" (Outstanding Women Leaders in Science) which participates in activities designed to help young women prepare for advanced degrees and leadership roles in chemistry.This award reflects NSF's statutory mission and has been deemed worthy of support through evaluation using the Foundation's intellectual merit and broader impacts review criteria.