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Synthesis and reactivity of electron poor allenes: formation of completely organic frustrated Lewis pairs

MPG-Autoren
http://pubman.mpdl.mpg.de/cone/persons/resource/persons58864

Palomas Dona,  David
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58631

Holle,  Sigrid
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58638

Inés,  B.
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58464

Bruns,  Hans
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58578

Goddard,  Richard
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58392

Alcarazo,  M.
Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Zitation

Palomas Dona, D., Holle, S., Inés, B., Bruns, H., Goddard, R., & Alcarazo, M. (2012). Synthesis and reactivity of electron poor allenes: formation of completely organic frustrated Lewis pairs. Dalton Transactions, 41(30), 9073-9082. doi:10.1039/c2dt30195d.


Zitierlink: http://hdl.handle.net/11858/00-001M-0000-0010-0C79-6
Zusammenfassung
The synthesis of several electron poor allenes bearing electron withdrawing substituents is described and their use as Lewis acids in the field of frustrated Lewis pair (FLP) chemistry reported. At room temperature the combination of N-heterocyclic carbenes (NHC) with the allenes under study invariably afforded the corresponding Lewis adducts; however, at −78 °C this reaction is in most of the cases inhibited and kinetically induced organic FLPs are formed. Under these conditions the activation of S–S bonds in disulfides has been achieved in excellent yields.