Literature DB >> 23770675

Pnictogen-directed synthesis of discrete disulfide macrocycles.

Mary S Collins1, Matthew E Carnes, Aaron C Sather, Orion B Berryman, Lev N Zakharov, Simon J Teat, Darren W Johnson.   

Abstract

Cyclic disulfide macrocycles were rapidly synthesized cleanly and selectively from rigid dithiols via oxidation with iodine when activated by pnictogen additives (As and Sb). Macrocycles were confirmed by (1)H-NMR spectroscopy and X-ray crystallography. A p-xylyl-based disulfide trimer and tetramer crystallized in hollow, stacked columns stabilized by intermolecular, sulfur···sulfur close contacts.

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Year:  2013        PMID: 23770675     DOI: 10.1039/c3cc43524e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Pnictogen-Centered Cascade Exchangers for Thiol-Mediated Uptake: As(III)-, Sb(III)-, and Bi(III)-Expanded Cyclic Disulfides as Inhibitors of Cytosolic Delivery and Viral Entry.

Authors:  Bumhee Lim; Takehiro Kato; Celine Besnard; Amalia I Poblador Bahamonde; Naomi Sakai; Stefan Matile
Journal:  JACS Au       Date:  2022-03-24

2.  A facile route to old and new cyclophanes via self-assembly and capture.

Authors:  Mary S Collins; Matthew E Carnes; Bryan P Nell; Lev N Zakharov; Darren W Johnson
Journal:  Nat Commun       Date:  2016-04-04       Impact factor: 14.919

  2 in total

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