51487-87-7Relevant articles and documents
Orthoester exchange: A tripodal tool for dynamic covalent and systems chemistry
Brachvogel, Ren-Chris,Von Delius, Max
, p. 1399 - 1403 (2015)
Reversible covalent reactions have become an important tool in supramolecular chemistry and materials science. Here we introduce the acid-catalyzed exchange of O,O,O-orthoesters to the toolbox of dynamic covalent chemistry. We demonstrate that orthoesters readily exchange with a wide range of alcohols under mild conditions and we disclose the first report of an orthoester metathesis reaction. We also show that dynamic orthoester systems give rise to pronounced metal template effects, which can best be understood by agonistic relationships in a three-dimensional network analysis. Due to the tripodal architecture of orthoesters, the exchange process described herein could find unique applications in dynamic polymers, porous materials and host-guest architectures.
Pyrocatechol derivatives
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, (2008/06/13)
New and valuable pyrocatechol derivatives and a process for their preparation. The pyrocatechol derivatives have the formula STR1 wherein: R denotes alkyl of from 1 to 4 carbon atoms which may be substituted with halogen; alkenyl having up to 4 carbon atoms which may be substituted with halogen; alkynyl having up to 5 carbon atoms which may be substituted with halogen; or benzyl; R1 denotes hydrogen or alkyl of from 1 to 4 carbon atoms; R2 denotes benzyl or alkyl of from 1 to 3 carbon atoms which may be substituted with halogen, methoxy or ethoxy; R3 denotes alkyl of from 1 to 4 carbon atoms; cycloalkyl of from 3 to 7 carbon atoms; β-chlorethyl; methoxyethyl; ethoxyethyl; alkenyl of from 2 to 4 carbon atoms; alkynyl of from 2 to 4 carbon atoms; acetyl; propionyl; R1 and R2 when taken together with the carbon atom to which they are attached form a cyclopentyl or cyclohexyl ring; and R1 and R3 when taken together with the carbon atom and oxygen atom to which they are attached form a tetrahydrofuranyl or tetrahydropyranyl ring. These compounds I are valuable starting materials for cleavage of the acetal structure to yield a pyrocatechol monoether of the formula STR2 in very high yields while retaining the R member, such monoethers preferably being reacted with methyl isocyanate to form N-methylcarbamates which have a pesticidal action.