Journal ArticleDOI
A crystalline H-bond cluster of hexafluoroisopropanol (HFIP) and piperidine: Structure determination by X ray diffraction
J.-F. Berrien,Michèle Ourévitch,Georges Morgant,Nour-Eddine Ghermani,Benoit Crousse,Danièle Bonnet-Delpon +5 more
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TLDR
Piperidine and 1,1, 1-3, 3,3,3 hexafluoro-2-propanol (HFIP) have been co-crystallized and X-ray crystal structure has been explored as discussed by the authors.About:
This article is published in Journal of Fluorine Chemistry.The article was published on 2007-07-01. It has received 43 citations till now. The article focuses on the topics: Piperidine.read more
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Catalytic Friedel–Crafts Reactions of Highly Electronically Deactivated Benzylic Alcohols
TL;DR: Titration and kinetic experiments support the involvement of higher order solvent/acid clusters in catalysis in high electronically deactivated benzylic alcohols.
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Exploiting hexafluoroisopropanol (HFIP) in Lewis and Brønsted acid-catalyzed reactions
TL;DR: The remarkable versatility of HFIP in Lewis and Brønsted acid-catalyzed reactions, with an emphasis on examples yielding mechanistic insight, is showcased.
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Fluorinated Alcohols: Magic Reaction Medium and Promoters for Organic Synthesis.
Xiao-De An,Jian Xiao +1 more
TL;DR: Reactions promoted by fluorinated alcohols, including nucleophilic substitution reactions, annulation reactions, electrophilic reactions, dearomatization reactions, functionalization of multiple bond, epoxidation reactions and miscellaneous reactions have been summarized in this account.
Journal ArticleDOI
Influence of the structure of polyfluorinated alcohols on Brønsted acidity/hydrogen-bond donor ability and consequences on the promoter effect.
Daniela Vuluga,Julien Legros,Benoit Crousse,Alexandra M. Z. Slawin,Christian Laurence,Pierre Nicolet,Danièle Bonnet-Delpon +6 more
TL;DR: Comparison of the effects of fluorinated alcohols as promoting solvents in three reactions is reported, and the positive correlation between rate constants and H-bonding donation ability for sulfide oxidation and imino Diels-Alder reaction brings to light the role of this property.
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NXS, Morpholine, and HFIP: The Ideal Combination for Biomimetic Haliranium-Induced Polyene Cyclizations
TL;DR: It is asserted that standard X+ reagents are perfectly suited for the biomimetic cation-π cyclization of both electron rich and poor linear polyenes in the presence of the Lewis base morpholine and the Lewis acid HFIP.
References
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SIR97: a new tool for crystal structure determination and refinement
Angela Altomare,Maria Cristina Burla,Mercedes Camalli,Giovanni Luca Cascarano,Carmelo Giacovazzo,Antonietta Guagliardi,Anna Moliterni,Giampiero Polidori,Riccardo Spagna +8 more
TL;DR: SIR97 is the integration of two programs, SIR92 and CAOS, the first devoted to the solution of crystal structures by direct methods, the second to refinement via least-squares–Fourier procedures.
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Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, .pi.*, .alpha., and .beta., and some methods for simplifying the generalized solvatochromic equation
TL;DR: In this article, a table of donnees (pour de nombreux solvants) des valeurs des parametres M*, α and β donnant respectivement la polarisabilite du solvant, son pouvoir de donneur de proton, and d'accepteur de protons dans les liaisons hydrogene solute-solvant
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Unveiling the “Booster Effect” of Fluorinated Alcohol Solvents: Aggregation-Induced Conformational Changes and Cooperatively Enhanced H-Bonding
TL;DR: Dimmers and trimers, with the individual monomers in their sc to sp conformation, play a crucial role for the solvolytic and catalytic effects exerted by HFIP, rather than monomers.