First Evidence for the Existence of Hexafluoroantimonic(V) Acid

Bour, Christophe; Guillot, Régis; Gandon, Vincent

doi:10.1002/chem.201500334

Cited by 34 publications

(20 citation statements)

References 21 publications

(26 reference statements)

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“…The presence of both 7 a and 14 a explains the continuum between soft and hard acids. The test also reveals that protons are likely to be formed, which is fully consistent with our finding that HSbF 6 is released under such conditions …”

Section: Methodssupporting

confidence: 90%

Revealing the Activity of π‐Acid Catalysts using a 7‐Alkynyl Cycloheptatriene

Vayer

Guillot

Bour

et al. 2017

Chemistry A European J

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A compound that isomerizes into distinct products depending on the particular Lewis acid or Brønsted acid catalyst used is disclosed. One product can only be obtained with the softest π-acids, such as Au, Pt, Ga, or In complexes. Another is formed only with harder π-acids incorporating Ag or Cu salts. The formation of the third category requires even harder π-acids or protons. This simple benchmark reaction allows for prediction of the category of transformations that can be catalyzed by a new complex. It also informs whether protons have been unintentionally generated in the reaction mixture.

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Section: Methodssupporting

confidence: 90%

Revealing the Activity of π‐Acid Catalysts using a 7‐Alkynyl Cycloheptatriene

Vayer

Guillot

Bour

et al. 2017

Chemistry A European J

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“…Crystallization under appropriate conditions yields crystals of [(Me) 2 NH 2 ][AsF 6 ]·HAsF 6 , in which the HAsF 6 molecule is involved in an asymmetric hydrogen bridge to the [AsF 6 ] À ion. [262] At the Acidity Limit:C arborane-Based Neutral Acids: Thes trongest known Brønsted acids belong to the H[WCA] family,w here WCA is ac arborane anion, and are typically synthesized through the reaction of the silylated carborane anion with HCl [see Eq. In the crystal structure of [{(IPr·InBr 3 )(Ag·(CH 2 Cl) 2 )} 2 ][SbF 6 ] 2 ,t wo identical molecules of H[SbF 6 ]a re also present and thought to be formed by the reaction of ac ompound of the type [IPr·InBr 3Àx ][SbF 6 ] x (x = 1, 2, or 3) with adventitious water.…”

Section: Neutral Acids H[wca]mentioning

confidence: 99%

Taming the Cationic Beast: Novel Developments in the Synthesis and Application of Weakly Coordinating Anions

et al. 2018

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This Review gives a comprehensive overview of the most topical weakly coordinating anions (WCAs) and contains information on WCA design, stability, and applications. As an update to the 2004 review, developments in common classes of WCA are included. Methods for the incorporation of WCAs into a given system are discussed and advice given on how to best choose a method for the introduction of a particular WCA. A series of starting materials for a large number of WCA precursors and references are tabulated as a useful resource when looking for procedures to prepare WCAs. Furthermore, a collection of scales that allow the performance of a WCA, or its underlying Lewis acid, to be judged is collated with some advice on how to use them. The examples chosen to illustrate WCA developments are taken from a broad selection of topics where WCAs play a role. In addition a section focusing on transition metal and catalysis applications as well as supporting electrolytes is also included.

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“…Furthermore, compounds 1 and 2 are more active than the gallium dithiocarbamate complex (dpp‐bian)Ga(S 2 CNMe 2 ); in the presence of 2 mol‐% of the latter compound at 85 °C, product 3 was obtained in 40 % yield after 7 h 6e. The application of organogallium complexes in molecular catalysis has recently been reviewed 10…”

Section: Resultsmentioning

confidence: 99%

Hydroarylation of Alkynes with Phenols in the Presence of Gallium Complexes of a Labile N‐Ligand: Synthesis of Chromenes

et al. 2015

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In the presence of (dpp‐bian)Ga–Ga(dpp‐bian) (1) and [dpp‐bian(Ph)C=C(H)]Ga–Ga[(H)C=C(Ph)dpp‐bian] (2) {dpp‐bian = 1,2‐bis[(2,6‐diisopropylphenyl)imino]acenaphthene}, phenylacetylene reacts with 1‐naphthol to give 2‐(1‐phenylvinyl)naphthalen‐1‐ol (3). In solution in the presence of complexes 1 or 2, compound 3 undergoes further dimerization to give 2‐[4‐methyl‐2,4‐diphenyl‐3,4‐dihydro‐2H‐benzo[h]chromen‐2‐yl]naphthalen‐1‐ol (C36H28O2), whose diastereomers 4 and 5 were isolated in crystalline form. Diastereomer 4 is the kinetically favored product, which, however, undergoes conversion into diastereomer 5 in solution at elevated temperature. The structures of 4 and 5 were determined by single‐crystal X‐ray analysis. The catalytic activity of complexes 1 and 2 in the hydroarylation reactions of phenylacetylene and some other alkynes with different arenes has been investigated. By the reaction of phenylacetylene with 3,5‐di‐tert‐butylphenol, 5,7‐di‐tert‐butyl‐4‐methyl‐2,4‐diphenyl‐4H‐chromene (7) has been prepared for the first time.

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First Evidence for the Existence of Hexafluoroantimonic(V) Acid

Cited by 34 publications

References 21 publications

Revealing the Activity of π‐Acid Catalysts using a 7‐Alkynyl Cycloheptatriene

Revealing the Activity of π‐Acid Catalysts using a 7‐Alkynyl Cycloheptatriene

Taming the Cationic Beast: Novel Developments in the Synthesis and Application of Weakly Coordinating Anions

Hydroarylation of Alkynes with Phenols in the Presence of Gallium Complexes of a Labile N‐Ligand: Synthesis of Chromenes

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