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

通过这一职业奖项，NSF化学部化学合成项目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往往具有独特的生物活性。Wengryniuk实验室基于一类环境友好、低毒的新型氮配体开发了新的方法。该奖项的第一个目标是开发新的环化模式，以获得5-8个成员环。第二个目标是将Wengryniuk实验室开发的新方法应用于Heliannuol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由女性组成的导师小组--Temple“Ols”(杰出的女性科学领袖)，该小组将参加K-8外展、科学博览会导师和高中生暑期研究实习。该小组还主办了一年一度的女性科学研讨会，帮助年轻女性准备在科学和工程领域攻读更高的学位和担任领导职务。高价碘试剂具有反应活性广、毒性低、成本低等优点，是有机合成的有力工具。Wengryniuk教授最近报道了(多)阳离子3-碘烷(N-HVI)的首次合成应用，N-HVI是一类未得到充分利用的高价碘试剂，显示出与传统高价碘试剂独特的和不同的反应活性。这项研究利用独特的专业知识和持续不断的努力来开发这些强大的试剂，作为全合成的新方法和碳氢功能化的通用方法。具体地说，这项研究开发了通过激活醇的官能团来合成各种含氧杂环的新方法。该团队进一步利用Wengryniuk教授发现的一种新的扩环方法来合成中环苯并恶烷和苯并恶烷天然产物。贺力诺是一类新型的环保型除草剂。这笔资金还支持建立一个全由女性组成的指导团队--Temple“Ols”(杰出的科学女性领导者)，该团队参与旨在帮助年轻女性准备在化学领域获得高级学位和领导角色的活动。这一奖项反映了NSF的法定使命，并通过使用基金会的智力优势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.