Symmetry and Symmetry-Breaking in Organic Chemistry

A special issue of Symmetry (ISSN 2073-8994).

Deadline for manuscript submissions: closed (30 November 2019) | Viewed by 490

Special Issue Editor


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Guest Editor
Organic Chemistry Section, Department of Inorganic & Organic Chemistry, University of Barcelona, Barcelona, Spain

Special Issue Information

Dear Colleagues,

Symmetry is a fundamental concept in chemistry, both at the atomic, molecular, and supramolecular levels. In the field of organic chemistry, highly symmetric compounds, such as hydrocarbons with the skeletons of regular polyhedra (platonic solids of degree 3: tetrahedrane, cubane and dodecahedrane) and the pseudo-spherical carbon cages of fullerenes, have been the object of sustained interest over the last seventy years. The symmetric properties of self-assembled supramolecular systems, particularly those derived from symmetric organic molecules, are currently attracting great attention. The recognition of structural symmetry, either in the target molecule or in a synthetic precursor, plays a key role in the retrosynthetic analysis of complex natural (or purely synthetic) products. Synthetic strategies based on the symmetry-breaking of organic compounds are especially important, either for the development of new methods for enantioselective synthesis (desymmetrization reactions of prochiral compounds) or for the rapid generation of molecular diversity. Enantioselective chemical reactions that take place under spontaneous mirror-symmetry breaking (SMSB) conditions (“absolute asymmetric synthesis”) may have played a key role in the origin of biomolecular homochirality, and in the past decade the role and mechanisms of chiral polarization that are able to lead to absolute asymmetric synthesis have been intensely studied, both theoretically and experimentally. After the discovery of Soai’s asymmetric autocatalytic addition of diisopropylzinc reagents more than twenty years ago, the laboratory search for purely organic reactions showing SMSB has become a matter of great interest.

This Special Issue of Symmetry, “Symmetry and Symmetry-Breaking in Organic Chemistry”, will feature articles on the above research areas.

Prof. Albert Moyano
Guest Editor

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Keywords

  • absolute asymmetric synthesis
  • asymmetric autocatalysis
  • biological homochirality
  • cage hydrocarbons
  • desymmetrization reactions
  • fullerenes
  • mirror symmetry-breaking
  • polyhedranes
  • supramolecular chirality

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Published Papers

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