The
formation of a cyclic dimer complex (1) and a
poly-pseudo-rotaxane (2) of a racemic A1/A2-thiopyridyl
pillar[5]arene (rac-L) with different
chirality is reported. A one-pot reaction of rac-L with HgCl2 afforded a heterochiral cyclic dimer
complex, [Hg2(pR-L)(pS-L)Cl4]·8CH2Cl2 (1), in which two Hg2+ atoms and
one (pR-L)/(pS-L) enantiomeric pair form a [2:2] metallacycle via a metal
coordination-based cyclization. Interestingly, the same reaction in
the presence of the linear dinitrile guest, CN(CH2)8CN (G), yielded a one-dimensional poly-pseudo-rotaxane,
{[Hg(G@pR-L)Cl2][Hg(G@pS-L)Cl2]}
n
(2), probably due to
the rigidified ligand structure resulting from the dinitrile guest
(G) threading. In 2, pR-L and pS-L generate two
separated homochiral poly-pseudo-rotaxanes in a crystal. Both products
are new members of the pillararene-derivative family. This study improves
our understanding of self-assembly in nature and leads to this approach
being an engineering tool for the construction of mechanically interlocked
supramolecules.