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• W2028991168 endingPage "4096" @default.
• W2028991168 startingPage "4085" @default.
• W2028991168 abstract "A [2]catenane and a [2]rotaxane have been prepared from a C2-symmetric, 2,9-diphenyl-1,10-phenanthroline-based (dpp-based) macrocycle incorporating a 1,5-dioxynaphthalene subunit by means of the transition metal templated technique. In the case of the catenane, this macrocycle is interlocked with a dpp-based macrocycle that is oriented through the location of a p-tolyl substituent in the 4-position of the phenanthroline subunit. In the case of the rotaxane, the C2-symmetric macrocycle is threaded onto an oriented, dumbbell-shaped molecule, based on the same 4-p-tolyl-1,10-phenanthroline subunit, which bears tetraarylmethane stoppers. Both species are chemically achiral molecules, yet they are composed entirely of asymmetric, mirror-image conformations. Conformational enantiomerization processes therefore take place exclusively by chiral pathways, conferring on these molecules the “rubber glove” property. However, while the molecular graph (constitutional formula) of the [2]rotaxane can be deformed into a planar and, hence, rigidly achiral representation, a feature shared by a few other compounds in the literature that have been characterized as “Euclidean rubber gloves”, the molecular graph of the [2]catenane cannot be deformed in this way. It therefore has the unique property of being a chemically achiral “topological rubber glove”." @default.
• W2028991168 created "2016-06-24" @default.
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• W2028991168 date "2001-10-01" @default.
• W2028991168 modified "2023-10-10" @default.
• W2028991168 title "A [2]Catenane and a [2]Rotaxane as Prototypes of Topological and Euclidean Molecular “Rubber Gloves”" @default.
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• W2028991168 doi "https://doi.org/10.1002/1521-3765(20011001)7:19<4085::aid-chem4085>3.0.co;2-m" @default.
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