Transitionmetalcatalyzedcrosscouplingisoneofthemostimportantstrategiesin complexmoleculesynthesis.Thisapproachhasbeenwidelyappliedinmedicinaland biological research for drug candidate preparation and for biological target modification/functionalization.Despitethegreatsuccessesduringthelasttwodecades, there are remaining challenges that need to be addressed. The three problems in coupling type transformations that we would like to address in this proposal are A) controlling selectivity on cross coupling while alkynes are involved, B) increasing the efficiency of forming large macrocycles through catalytic coupling process, and C) extending the choice of coupling partners, such as amine and F-, as compatible functional groups for coupling type transformations. The general scheme of the proposedresearchistheligand-assistedgoldredoxcatalysis,recentlydevelopedfrom PI?s lab. Compared with the conventional coupling methods, gold chemistry offers some unique reactivity, including fast reductive elimination, selective formation of gold acetylide and ligand-assisted diazonium activation through nitrogen extrusion. These propertiesprovidenewopportunitiestoaddresssomeofthelong-existingchallengesin metal catalyzed cross coupling. The proposed research is innovative because it focuses on the impact of new reactivity offered by this recently developed Au(I)/Au(III) redox catalysis toward challenging C-C and C-X coupling transformations. These investigations are also significant and will advance pharmaceutical and medicinal researchbyprovidingnewstrategiestoachievecomplexmoleculesynthesis.

Public Health Relevance

The proposed investigations from the Department of Chemistry at University of SouthFloridafocusonthedevelopmentofnovelcatalyticsystemsforchallengingC-C bond forming transformations, which are significant for biological and medicinal researchbyassistingdrugcandidatediscoveryforcriticaldiseasetreatment.

Agency
National Institute of Health (NIH)
Institute
National Institute of General Medical Sciences (NIGMS)
Type
Research Project (R01)
Project #
1R01GM120240-01
Application #
9156461
Study Section
Synthetic and Biological Chemistry A Study Section (SBCA)
Program Officer
Lees, Robert G
Project Start
2016-07-15
Project End
2021-06-30
Budget Start
2016-07-15
Budget End
2017-06-30
Support Year
1
Fiscal Year
2016
Total Cost
$313,950
Indirect Cost
$103,950
Name
University of South Florida
Department
Chemistry
Type
Schools of Arts and Sciences
DUNS #
069687242
City
Tampa
State
FL
Country
United States
Zip Code
33612
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