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Revealing the Activity of π‐Acid Catalysts using a 7‐Alkynyl Cycloheptatriene
Author(s) -
Vayer Marie,
Guillot Regis,
Bour Christophe,
Gandon Vincent
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703817
Subject(s) - catalysis , cycloheptatriene , lewis acids and bases , chemistry , brønsted–lowry acid–base theory , organic chemistry , combinatorial chemistry , medicinal chemistry
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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