Our team uses inorganic, organic, and organometallic chemistry and catalysis to solve fundamental problems in chemistry related to energy and pharmaceuticals.
Arynes are potent electrophiles that are widely used in the synthesis of biologically active molecules. Reactions involving these intermediates are often plagued with poor selectivity and limited scope. In the Roberts group, we are interested in using transition metals to unlock new modes of aryne reactivity.
5-Membered arynes are an underexplored motif and are rare in literature. The highly strained nature of this motif makes it hard to access and characterize. In the Roberts group, we are interested in leveraging transition metal-aryne interactions to access 5-membered arynes and explore their fundamental reactivity.
Arynes are versatile synthons for building up complexly decorated arenes. Previous methodologies depended on harsh conditions and functional group-intolerant additives in their activation. In the Roberts group, we are interested in aryne precursors that can be energy activated, such as with light or heat, and that require mild preparation conditions.
Harnessing Metal-catalyzed Reactions to Unlock Novel Aryne Reactivity
We have recently disclosed the use of iodoniobenzoates as powerful and diversifiable aryne precursors. We are now interested in using our organometallic expertise to harness metal-catalyzed reactions to 1) explore further methods to functionalize these precursors and obtain new aryne scaffolds, and 2) unlock novel metal-catalyzed aryne reactivity that is exclusive to these precursors.
Despite their high natural abundance Compared to late transition metals, early transition metals are under utilized in catalysis. This is primarily due to the fact that by lacking d electrons, these metals are not able to participate in fundamental organometallic reactions. In the Roberts group, we are interested in pairing d0 metals with redox active ligands as electron-reservoirs to enable new catalytic reactions.
We are grateful to the NIH (1R35GM146957), NSF (CHE-1954751), NSF CAREER (CHE-2237586), and the ACS PRF (62432-DNI1) for funding.