Journal ArticleDOI
Understanding the reactivity of acyl anion equivalents: The epoxide ring opening case
Wilhelm A. Eger,Rebecca L. Grange,Heiko Schill,Régis Goumont,Timothy Clark,Craig M. Williams +5 more
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TLDR
In this article, the reactivity of a range of acyl anion equivalents using epoxide ring opening as a test vehicle is evaluated and the authors present the first results of their experiments.About:
This article is published in European Journal of Organic Chemistry.The article was published on 2011-05-01. It has received 12 citations till now. The article focuses on the topics: Reactivity (chemistry) & Umpolung.read more
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Arylsulfonylmethyl isocyanides: a novel paradigm in organic synthesis
TL;DR: The present review highlights the significant advancements of TosMIC in the construction of fused heterocycles viz. pyrroles, benzimidazoles, imidazopyridines, quinolones, qu inolines and some natural products such as (−)-ushikulide A, variolin B, porphobilinogen and mansouramycin B.
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Recent advances and applications of p-toluenesulfonylmethyl isocyanide (TosMIC).
TL;DR: This review article encompasses literature starting from 2011 and highlights the uniqueness of the TosMIC reagent in an assortment of synthetic methodologies.
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Pot-Economy Autooxidative Condensation of 2-Aryl-2-lithio-1,3-dithianes.
João R. Vale,João R. Vale,Tatu Rimpiläinen,Elina Sievänen,Kari Rissanen,Carlos A. M. Afonso,Nuno R. Candeias +6 more
TL;DR: Experimental results combined with density functional theory studies support a mechanism triggered by the autoxidation of 2-aryl-2-lithio-1,3-dithianes to yield a highly reactive thioester that undergoes condensation with two other molecules of2- Daryl-1-3-Dithiane.
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Metalated isocyanides: formation, structure, and reactivity
TL;DR: A foundational understanding is provided by surveying the formation, structure, and properties of metalated isocyanides to facilitate the development and deployment of these exceptional nucleophiles in complex bond constructions.
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One pot synthesis of isocyano-containing, densely functionalised gem-difluoroalkenes from α-trifluoromethyl alkenes, alkyl halides and TosMIC
TL;DR: A base-promoted one-pot, three-component reaction of TosMIC with α-trifluoromethyl alkenes and alkyl halides for the synthesis of isocyano-containing, densely functionalised gem-difluoroalkenes was reported in this paper.
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Natural population analysis
TL;DR: In this paper, a method of "natural population analysis" was developed to calculate atomic charges and orbital populations of molecular wave functions in general atomic orbital basis sets, which seems to exhibit improved numerical stability and to better describe the electron distribution in compounds of high ionic character.
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Density functionals with broad applicability in chemistry.
Yan Zhao,Donald G. Truhlar +1 more
TL;DR: This Account compared the performance of the M06-class functionals and one M05-class functional (M05-2X) to that of some popular functionals for diverse databases and their performance on several difficult cases.
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Design of Density Functionals by Combining the Method of Constraint Satisfaction with Parametrization for Thermochemistry, Thermochemical Kinetics, and Noncovalent Interactions.
TL;DR: The M05-2X functional has the best performance for thermochemical kinetics, noncovalent interactions (especially weak interaction, hydrogen bonding, π···π stacking, and interactions energies of nucleobases), and alkyl bond dissociation energies and the best composite results for energetics, excluding metals.
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Comparative DFT Study of van der Waals Complexes: Rare-Gas Dimers, Alkaline-Earth Dimers, Zinc Dimer, and Zinc-Rare-Gas Dimers
Yan Zhao,Donald G. Truhlar +1 more
TL;DR: The combined mean percentage unsigned error in geometries and energetics shows that M05-2X and MPWB1K are the overall best methods for the prediction of van der Waals interactions in metal and rare-gas van Der Waals dimers.
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Generation and synthetic applications of 2-lithio-1,3-dithianes
Dieter Seebach,E. J. Corey +1 more