Derek T. Ahneman

ORCID: 0000-0002-7461-0077
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About
Contact & Profiles
Research Areas
  • Catalytic C–H Functionalization Methods
  • Catalytic Cross-Coupling Reactions
  • Organoboron and organosilicon chemistry
  • Radical Photochemical Reactions
  • Sulfur-Based Synthesis Techniques
  • Chemical Synthesis and Analysis
  • Asymmetric Hydrogenation and Catalysis
  • Machine Learning in Materials Science
  • Catalytic Processes in Materials Science
  • Computational Drug Discovery Methods
  • Innovative Microfluidic and Catalytic Techniques Innovation
  • Metabolomics and Mass Spectrometry Studies
  • Asymmetric Synthesis and Catalysis
  • Fluorine in Organic Chemistry
  • Synthetic Organic Chemistry Methods

Princeton University
2013-2018

Princeton Public Schools
2016

University of Delaware
2012

A bright outlook for carbon coupling In contemporary organic chemistry, it is straightforward to forge bonds between unsaturated carbons (i.e., already engaged in double bonds) using cross-coupling catalysis. The protocol runs into some trouble, however, if one or both starting centers are saturated (purely single-bonded). Tellis et al. and Zuo independently found that combining a second, light-activated catalyst with nickel could achieve selective of reagents (see the Perspective by...

10.1126/science.1255525 article EN Science 2014-06-06

A guide for catalyst choice in the forest Chemists often discover reactions by applying catalysts to a series of simple compounds. Tweaking those tolerate more structural complexity pharmaceutical research is time-consuming. Ahneman et al. report that machine learning can help. Using high-throughput data set, they trained random algorithm predict which specific palladium would best isoxazoles (cyclic structures with an N–O bond) during C–N bond formation. The predictions also helped analysis...

10.1126/science.aar5169 article EN Science 2018-02-15

Through fine-tuning of reagent and base structure, sulfonyl fluorides can efficiently fluorinate diverse classes alcohols. We show that machine learning map the intricate reaction landscape enable accurate prediction high-yielding conditions for untested substrates.

10.1021/jacs.8b01523 article EN Journal of the American Chemical Society 2018-03-27

We describe the functionalization of α-amino C-H bonds with aryl halides using a combination nickel and photoredox catalysis. This direct C-H, C-X coupling uses inexpensive readily available starting materials to generate benzylic amines, an important class bioactive molecules. Mechanistically, this method features arylation radicals mediated by catalyst. reactivity is demonstrated for range N-aryl orthogonal scope existing activation methodologies. also report reactions several complex...

10.1039/c6sc02815b article EN cc-by-nc Chemical Science 2016-01-01

Installing silicon is easy! A high-yielding protocol for the palladium-catalyzed silylation of terminal alkenes reported. This method allows facile conversion styrenes to E-β-silyl by using iodotrimethylsilane (TMSI) or chlorotrimethylsilane/lithium iodide (see scheme). Terminal allyl silanes with good E/Z ratios are also readily accessed from α-olefins.

10.1002/anie.201200060 article EN Angewandte Chemie International Edition 2012-03-01

Quinolinium ions are engaged in an asymmetric, Ni-catalyzed Suzuki cross-coupling to yield 2-aryl- and 2-heteroaryl-1,2-dihydroquinolines. Key the development of this method is use a Ni(II) precatalyst that activates without need for strong reductants or high temperatures. The Ni–iminium activation mode demonstrated as exceptionally mild pathway generate enantioenriched products from racemic starting materials.

10.1021/ol4031364 article EN Organic Letters 2013-11-26

So leicht ist Silylieren! Eine palladiumkatalysierte Silylierung endständiger Alkene mit Silylhalogeniden wird beschrieben. Styrole werden durch Einwirkung von Iodtrimethylsilan (TMSI) in E-β-Silylstyrole umgewandelt (siehe Schema), und auch endständige Allylsilane sind guten E/Z-Verhältnissen aus α-Olefinen erhältlich.

10.1002/ange.201200060 article DE Angewandte Chemie 2012-03-01

Abstract The new presented combination of photoredox catalysis and nickel provides an alternative cross coupling procedure.

10.1002/chin.201502039 article EN ChemInform 2014-12-19
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