Topic
Cycloaddition
About: Cycloaddition is a research topic. Over the lifetime, 39904 publications have been published within this topic receiving 728711 citations. The topic is also known as: Cycloaddition reaction.
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TL;DR: A short overview of the copper-catalyzed azide alkyne cycloaddition (CuAAC) is presented in this paper, including the introduction of the "click" concept, the conditions of copper(I) catalysis, the regioselectivity, the nature of the catalysts and ligands, mechanistic features, experimental conditions and applications to organic synthesis and organic materials.
852 citations
TL;DR: It is reported that Ru(bipy)3Cl2 can serve as a visible light photocatalyst for [2+2] enone cycloadditions and the efficiency of this process is extremely high, which allows rapid, high-yielding [2-2] cyclizations to be conducted using incident sunlight as the only source of irradiation.
Abstract: We report that Ru(bipy)3Cl2 can serve as a visible light photocatalyst for [2+2] enone cycloadditions. A variety of aryl enones participate readily in the reaction, and the diastereoselectivity in the formation of the cyclobutane products is excellent. We propose a mechanism in which a photogenerated Ru(bipy)3+ complex promotes one-electron reduction of the enone substrate, which undergoes subsequent radical anion cycloaddition. The efficiency of this process is extremely high, which allows rapid, high-yielding [2+2] cyclizations to be conducted using incident sunlight as the only source of irradiation.
821 citations
TL;DR: Schore as mentioned in this paper was a member of the faculty at the University of California, Los Angeles and was named recipient of the Magnar Ronning Award for Excellence in Teaching in 1979, and Camille and Henry Dreyfus Teacher-Scholar fw 1981-1986.
Abstract: 0009-2685/88/078&1081$06.50/0 Neil E. Schore was born in Newark. NJ. in 1948. He attended schools In Bronx, NY. and Ridgefield. NJ. and received his B.A. degree in chemistry from the University of Pennsylvania in 1969. He returned to New York to do graduate work at Columbia UnivwsRy under the direction of Nicholas J. TWO. completing the Ph.0. in 1973. Cai Tech was the next stop, fw 2'1, years as a National InsfRutes of Health Postdoctoral Fellow in the labwatwks of Robert G. Bergman, where he discovered the existence of wganometailic chemistry. Since 1976 he has been a member of the faculty at the University of California. Davis. He was named recipient of the Magnar Ronning Award for Excellence in Teaching in 1979, and Camille and Henry Dreyfus Teacher-Scholar fw 1981-1986. HIS research interests involve mechanistic and synthetic lransitionmetal chemistry. including study 01 early transaion-metal systems with remote ligand sites. construction and chemistry of biand polymetallic complexes. and applications 01 ths chemisby of these systems to natural pcducts synthesis. A special area of emphasis has been the study of the Pauson-Khand cyciopentenone synthesis
815 citations
808 citations
TL;DR: Computations of activation barriers and reaction energies for 1,3-dipolar cycloadditions by a high-accuracy quantum mechanical method (CBS-QB3) now reveal previously unrecognized quantitative trends in activation barriers.
Abstract: Computations of activation barriers and reaction energies for 1,3-dipolar cycloadditions by a high-accuracy quantum mechanical method (CBS-QB3) now reveal previously unrecognized quantitative trends in activation barriers. The distortion/interaction theory explains why (1) there is a monotonic decrease of ∼6 kcal/mol in the barrier height along the series oxides, imine, and ylide, for each class of 1,3-dipoles; (2) the corresponding nitrilium and azomethine betaines have almost identical cycloaddition barrier heights; (3) cycloadditions of a given 1,3-dipole with ethylene and acetylene have the same activation energies, in spite of very different reaction thermodynamics and frontier orbital gaps. There is a linear correlation between distortion energies (ΔEd⧧) and the activation barrier (ΔE⧧ = 0.75ΔEd⧧ − 2.9 kcal/mol) that is general for substituted and unsubstituted 1,3-dipoles in these cycloadditions. The energy to distort the 1,3-dipole to the geometry favorable for interaction with the dipolarophile, ...
744 citations