Stereochemistry

Stereochemistry is the scientific concept that describes the relationship between chemical compounds which have the same molecular formula and identical functional groups but with different three dimensional arrangements of atoms. These molecules are known as stereoisomers and can have very different properties from one another, particularly when interacting with biological systems.

Latest Research and Reviews

  • Research |

    The contributions of chirality and conformation as contributing factors to the biological properties of synthetic nanomaterials remain underexplored. A synthesis of bottlebrush polymers with mirror-image side chains has now been developed and it has been revealed that an interplay between side-chain absolute configuration and flexibility influences the biological properties of these polymers both in vitro and in vivo.

    • Hung V.-T. Nguyen
    • , Yivan Jiang
    •  & Jeremiah A. Johnson
  • Research
    | Open Access

    The stereoselective analysis of mixtures of chiral compounds typically requires time-consuming chromatography. Here, the authors combine reaction based chiroptical sensing and chemometric tools to directly determine the absolute configuration, enantiomeric composition and concentration of convoluted samples without physical separation.

    • Diandra S. Hassan
    •  & Christian Wolf
  • Research |

    Enantioselective supramolecular recognition allows for the asymmetric synthesis of nitrogen stereocentres, providing chiral ammonium cations in a dynamic crystallization process.

    • Mark P. Walsh
    • , Joseph M. Phelps
    •  & Matthew O. Kitching
    Nature 597, 70-76
  • Research |

    Depolymerizable polymers can potentially address challenges in polymer sustainability, but most existing systems lack the useful thermomechanical properties of traditional ones. Now, it has been shown that depolymerizable polymers based on olefin metathesis show good thermal stability as well as versatile mechanical properties and that the monomers used to make them can be prepared from abundant materials.

    • Devavrat Sathe
    • , Junfeng Zhou
    •  & Junpeng Wang
    Nature Chemistry 13, 743-750
  • Research |

    Stereodivergent catalysis was previously limited to two possible states per stereogenic element. Now, it is demonstrated that stereoselective catalysis is capable of governing higher-order stereogenicity and the catalyst-controlled synthesis of four of the six possible stereoisomers arising from a single stereogenic unit is showcased.

    • Xingxing Wu
    • , Reto M. Witzig
    •  & Christof Sparr
    Nature Catalysis 4, 457-462

News and Comment

  • Research Highlights |

    A silicon-linker that tethers a diyne and a diynophile provides new mechanistic insight and control of hexadehydro-Diels–Alder (HDDA) reactions.

    • Colette Whitfield
  • Research Highlights |

    Homochiral porous cage-in-cage structures that self-assemble from lanthanide cations and chiral amino acid-derived ligands have been prepared and shown to be highly effective in enantioselective separations of small-molecule guests.

    • Peter W. Seavill
  • News & Views |

    The design of an original molecular architecture featuring an unusual sterically congested C(sp2)–C(sp3) stereogenic axis with six high rotational barriers results in the formation of six stereoisomers. The configuration of this axis can be controlled by transition metal catalysis and one stereoisomer can be produced selectively.

    • Damien Bonne
    •  & Jean Rodriguez
    Nature Catalysis 4, 451-452
  • Comments & Opinion
    | Open Access

    After two decades of steady growing, symbiotic merger of organocatalysis with emerging electrochemical and photochemical tools are envisioned as hot topics in the coming decade. Here, these trends are discussed in parallel to the implementation of artificial intelligence-based technologies, which anticipate a paradigm shift in catalyst design.

    • José M. Lassaletta
  • Research Highlights |

    An unexpected epoxide deoxygenation reaction was observed to occur with inversion of stereochemistry and has enabled development of a method for alkene isomerization.

    • Stephen G. Davey
  • News & Views |

    The chemoenzymatic potential for the construction of complex chiral molecules has not been fully explored. Now, Candida antarctica lipase B has been used to synthesize complex functionalized planar chiral macrocycles, providing a platform for the efficient and sustainable preparation of molecules that are of particular interest in drug discovery.

    • Jose M. Palomo
    Nature Catalysis 3, 335-336