Erratum: Organocatalyzed and Uncatalyzed CC/CC and CC/CN Exchange Processes betweenKnoevenageland Imine Compounds in Dynamic Covalent Chemistry
نویسندگان
چکیده
منابع مشابه
Covalent double level dynamic combinatorial libraries: selectively addressable exchange processes.
Hydrazones and disulfides have been combined in one dynamic system: hydrazones were exchanged by acid catalysis in the presence of disulfide and a thiol group without interference; neutralization of the reaction medium turns off the exchange of hydrazones and, at the same time, activates thiolate-disulfide exchange.
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Hydrazone and disulfide exchange have been combined in a single system, but can be addressed independently: by adjusting the pH of the solution from acidic to mildly basic it is possible to switch from exclusively hydrazone exchange to exclusively disulfide exchange, while at intermediate pH both reactions occur simultaneously.
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The dynamic exchange of enamines from secondary amines and enolizable aldehydes has been demonstrated in organic solvents. The enamine exchange with amines was efficiently catalyzed by Bi(OTf)3 and Sc(OTf)3 (2 mol %) and the equilibria (60 mm) could be attained within hours at room temperature. The formed dynamic covalent systems displayed high stabilities in basic environment with <2 % by-prod...
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Orthogonal bond-breaking and forming of dynamic covalent disulfide and imine bonds in aqueous solution is demonstrated. Through judicious choice of reaction partners and conditions, it is possible to cleave and reform selectively these bonds in the presence of each other in the absence of unwanted competing processes.
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ژورنال
عنوان ژورنال: Helvetica Chimica Acta
سال: 2015
ISSN: 0018-019X
DOI: 10.1002/hlca.201590000