Literature DB >> 17728854

Intramolecular cation-pi interaction in organic synthesis.

Shinji Yamada1.   

Abstract

Controlling molecular conformation is a significantly important issue in a wide variety of organic reactions because the ground state structure is significantly responsible for the transition one. As observed in enzymes and proteins, the cation-pi interaction plays a key role in the formation of the tertiary structure and the biochemical processes. Therefore, the cation-pi interaction would be a promising conformation-controlling tool not only in large molecules, but also in small molecules due to its stronger interaction force. This article describes the utility of the intramolecular cation-pi interaction in various organic syntheses with evidence for the existence of the cation-pi interactions.

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Year:  2007        PMID: 17728854     DOI: 10.1039/b706512b

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Highly stereoselective ring expansion reactions mediated by attractive cation-n interactions.

Authors:  Timothy Ribelin; Christopher E Katz; Donna G English; Sherriel Smith; Anna K Manukyan; Victor W Day; Benjamin Neuenswander; Jennifer L Poutsma; Jeffrey Aubé
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  A UB3LYP and UMP2 theoretical investigation on unusual cation-pi interaction between the triplet state HB=BH (3 Sigma g-) and H+, Li +, Na +, Be 2+ or Mg 2+.

Authors:  Fu-de Ren; Jun Ren; Sheng-nan Liu; Yuan Yue; Wen-liang Wang; Shu-sen Chen
Journal:  J Mol Model       Date:  2009-09-02       Impact factor: 1.810

Review 3.  The Cation-π Interaction in Small-Molecule Catalysis.

Authors:  C Rose Kennedy; Song Lin; Eric N Jacobsen
Journal:  Angew Chem Int Ed Engl       Date:  2016-06-22       Impact factor: 15.336

4.  Ammonium catalyzed cyclitive additions: evidence for a cation-π interaction with alkynes.

Authors:  Edith Nagy; Elijah St Germain; Patrick Cosme; Pradip Maity; Andrew C Terentis; Salvatore D Lepore
Journal:  Chem Commun (Camb)       Date:  2016-02-07       Impact factor: 6.222

5.  Practical, Broadly Applicable, α-Selective, Z-Selective, Diastereoselective, and Enantioselective Addition of Allylboron Compounds to Mono-, Di-, Tri-, and Polyfluoroalkyl Ketones.

Authors:  Farid W van der Mei; Changming Qin; Ryan J Morrison; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2017-06-24       Impact factor: 15.419

6.  Synthesis of medium-bridged twisted lactams via cation-pi control of the regiochemistry of the intramolecular Schmidt reaction.

Authors:  Michal Szostak; Lei Yao; Jeffrey Aubé
Journal:  J Org Chem       Date:  2010-02-19       Impact factor: 4.354

  6 in total

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