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A [2] Catenane Made to Order
Author(s) -
Ashton Peter R.,
Goodnow Timothy T.,
Kaifer Angel E.,
Reddington Mark V.,
Slawin Alexandra M. Z.,
Spencer Neil,
Stoddart J. Fraser,
Vicent Cristina,
Williams David J.
Publication year - 1989
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198913961
Subject(s) - catenane , solid state , yield (engineering) , order (exchange) , phenylene , spectroscopy , chemistry , crystallography , materials science , physics , organic chemistry , quantum mechanics , composite material , finance , molecule , economics , polymer
A template‐controlled, one‐pot reaction afforded the [2]catenane 1 in 70% yield. Compound 1 consists of π‐electron‐rich decaoxa[13.13]paracyclophane (empty circles) and an electron‐deficient macrocycle made up of two paraquat p ‐phenylene units (filled circles). Dynamic 1 H NMR spectroscopy and cyclovoltammetry showed that 1 is highly ordered not only in the solid state but also in solution.