Hydrogen auto-transfer, also known as borrowing hydrogen, is the activation of a chemical reaction by temporary transfer of two hydrogen atoms from the reactant to a catalyst and return of those hydrogen atoms back to a reaction intermediate to form the final product. Two major classes of borrowing hydrogen reactions exist: (a) those that result in hydroxyl substitution, and (b) those that result in carbonyl addition. In the former case, alcohol dehydrogenation generates a transient carbonyl compound that is subject to condensation followed by the return of hydrogen. In the latter case, alcohol dehydrogenation is followed by reductive generation of a nucleophile, which triggers carbonyl addition. As borrowing hydrogen processes avoid manipulations otherwise required for discrete alcohol oxidation and the use of stoichiometric organometallic reagents, they typically display high levels of atom-economy and, hence, are viewed as examples of Green chemistry.
The White catalyst is a transition metal coordination complex named after the chemist by whom it was first synthesized, M. Christina White, a professor at the University of Illinois. The catalyst has been used in a variety of allylic C-H functionalization reactions of α-olefins. In addition, it has been shown to catalyze oxidative Heck reactions.
The Tsuji–Trost reaction is a palladium-catalysed substitution reaction involving a substrate that contains a leaving group in an allylic position. The palladium catalyst first coordinates with the allyl group and then undergoes oxidative addition, forming the π-allyl complex. This allyl complex can then be attacked by a nucleophile, resulting in the substituted product.
In chemistry, metal-catalysed hydroboration is a reaction used in organic synthesis. It is one of several examples of homogeneous catalysis.
A Josiphos ligand is a type of chiral diphosphine which has been modified to be substrate-specific; they are widely used for enantioselective synthesis. They are named after the technician who made the first one, Josi Puleo.
Proline organocatalysis is the use of proline as an organocatalyst in organic chemistry. This theme is often considered the starting point for the area of organocatalysis, even though early discoveries went unappreciated. Modifications, such as MacMillan’s catalyst and Jorgensen's catalysts, proceed with excellent stereocontrol.
The Catellani reaction was discovered by Marta Catellani and co-workers in 1997. The reaction uses aryl iodides to perform bi- or tri-functionalization, including C-H functionalization of the unsubstituted ortho position(s), followed a terminating cross-coupling reaction at the ipso position. This cross-coupling cascade reaction depends on the ortho-directing transient mediator, norbornene.
Organotantalum chemistry is the chemistry of chemical compounds containing a carbon-to-tantalum chemical bond. A wide variety of compound have been reported, initially with cyclopentadienyl and CO ligands. Oxidation states vary from Ta(V) to Ta(-I).
Abigail Gutmann Doyle is a Professor of Chemistry at the University of California, Los Angeles, where she holds the Saul Winstein Chair in Organic Chemistry. Her research focuses on the development of new chemical transformations in organic chemistry.
Sarah Elizabeth Reisman is a Chemistry Professor at the California Institute of Technology. She received the (2013) Arthur C. Cope Scholar Award and the (2014) Tetrahedron Young Investigator Award for Organic Synthesis. Her research focuses on the total synthesis of complex natural products.
Corinna S. Schindler is a Professor of Chemistry at the University of Michigan. She develops catalytic reactions with environmentally benign metals such as iron, towards the synthesis of biologically active small molecules. For her research in the development of new catalysts, Schindler has been honored with several early-career researcher awards including the David and Lucile Packard Foundation Fellowship in 2016, the Alfred P. Sloan Fellowship in 2017, and being named a member of the C&EN Talented 12 in 2017. Schindler has served on the Editorial Board of Organic and Bimolecular Chemistry since 2018.
Vinylcyclopropane [5+2] cycloaddition is a type of cycloaddition between a vinylcyclopropane (VCP) and an olefin or alkyne to form a seven-membered ring.
Sukbok Chang is a South Korean organic chemist. He is a distinguished professor in the Department of Chemistry at Korea Advanced Institute of Science and Technology (KAIST). He is also the director of the Institute for Basic Science (IBS) Center for Catalytic Hydrocarbon Functionalizations (CCHF). He was an associate editor on ACS Catalysis and has served on the editorial advisory boards of The Journal of Organic Chemistry, Journal of the American Chemical Society, and Accounts of Chemical Research. His major research interest is transition metal catalyzed C-H bond functionalization for the carbon-carbon bond and carbon-heteroatom bond formation.
Jieping Zhu is an organic chemist specializing in natural product total synthesis and organometallics. He is a professor of chemistry at EPFL and the head of the Laboratory of Synthesis and Natural Products.
Jin-Quan Yu is a Chinese-born American chemist. He is the Frank and Bertha Hupp Professor of Chemistry at Scripps Research, where he also holds the Bristol Myers Squibb Endowed Chair in Chemistry. He is a 2016 recipient of the MacArthur Fellowship, and is a member of the American Academy of Arts and Sciences, American Association for the Advancement of Science, and the Royal Society of Chemistry. Yu is a leader in the development of C–H bond activation reactions in organic chemistry, and has reported many C–H activation reactions that could be applicable towards the synthesis of drug molecules and other biologically active compounds. He also co-founded Vividion Therapeutics in 2016 with fellow Scripps chemists Benjamin Cravatt and Phil Baran, and is a member of the scientific advisory board of Chemveda Life Sciences.
Jennifer Ann Love is an American professor of chemistry at the University of Calgary. She is a Fellow of the Chemical Institute of Canada.
Jennifer Schomaker is an American chemist who is a professor at the University of Wisconsin–Madison. Her research considers the total synthesis of natural and unnatural products. She was selected as an American Chemical Society Arthur C. Cope Scholar Awardee in 2021.
Benjamin List is a German chemist who is one of the directors of the Max Planck Institute for Coal Research and professor of organic chemistry at the University of Cologne. He co-developed organocatalysis, a method of accelerating chemical reactions and making them more efficient. He shared the 2021 Nobel Prize in Chemistry with David MacMillan "for the development of asymmetric organocatalysis".
Alison Wendlandt is an American chemist who is an assistant professor at the Massachusetts Institute of Technology. Her research considers the development of catalysts for organic synthesis.
René Peters is a German chemist and since 2008 Professor of Organic Chemistry at the University of Stuttgart.
