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

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.

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 Creators:
Palomas Dona, David1, Author              
Holle, Sigrid1, Author              
Inés, B.1, Author              
Bruns, Hans2, Author              
Goddard, Richard3, Author              
Alcarazo, M.1, Author              
Affiliations:
1Research Group Alcarazo, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445592              
2Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445584              
3Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445625              

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Free keywords: Coupling reaction Crystal structure Cycloaddition reaction Substituent effects Zwitterions
 Abstract: 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.

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Language(s): eng - English
 Dates: 2012-01-262012-03-282012-04-232012-08-14
 Publication Status: Published in print
 Pages: 10
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1039/c2dt30195d
 Degree: -

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Title: Dalton Transactions
  Other : Dalton Trans.
Source Genre: Journal
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Publ. Info: Cambridge, UK : Royal Society of Chemistry
Pages: 10 Volume / Issue: 41 (30) Sequence Number: - Start / End Page: 9073 - 9082 Identifier: ISSN: 1477-9226
CoNE: https://pure.mpg.de/cone/journals/resource/954925269323
DOI: 10.1039/c2dt30195d