Abstract：
:Cyclophanes are a venerable class of macrocyclic and/or cage compounds that often feature high strain, unusual conformations and quite surprising properties, many of which are legendary in physical organic chemistry. However, the discovery of new, diverse cyclophanes and derivatives has been hindered by syntheses that are traditionally low-yielding, requiring long reaction times, laborious purification steps and often extreme conditions. Herein, we demonstrate a new self-assembly route to a variety of discrete cyclic and caged disulfide structures, which can then be kinetically captured upon sulfur extrusion at room temperature to give a diversity of new thioether (hetera)cyclophanes in high yield. In addition to the synthesis of novel macrocycles (dimers through hexamers), this process provides an improved route to a known macrobicyclic trithiacyclophane. This technique also enables the facile isolation of a tetrahedral macrotricyclic tetrathiacyclophane in two steps at an ambient temperature.
journal_name
Nat Communjournal_title
Nature communicationsauthors
Collins MS,Carnes ME,Nell BP,Zakharov LN,Johnson DWdoi
10.1038/ncomms11052subject
Has Abstractpub_date
2016-04-04 00:00:00pages
11052issn
2041-1723pii
ncomms11052journal_volume
7pub_type
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