A reverse donor-acceptor bistable [2]Catenane

被引:48
作者
Coskun, Ali [1 ,2 ,3 ]
Saha, Sourav [1 ,2 ]
Aprahamian, Ivan [1 ,2 ]
Stoddart, J. Fraser [1 ,2 ,3 ]
机构
[1] Univ Calif Los Angeles, Calif NanoSyst Inst, Los Angeles, CA 90095 USA
[2] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[3] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
关键词
D O I
10.1021/ol800931z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A [2]catenane, composed of a pi-electron-rich bis-1,5-dioxynaphthalene[38]crown10 (BDNP38C10) ring, mechanically interlocked with a large macrocycle containing two disubstituted tetraarylmethane "speed bumps" and two different pi-electron-deficient units-namely, naphthalene dimide (Npl) and bipyridinium (Blpy(2+)) units-has been synthesized from a [2]rotaxane, containing the former recognition unit, after performing two sequential Cu(l)-catalyzed azide-alkyne cycloadditions with a linker containing the latter recognition unit. The product, which exists as a single co-conformer, wherein the BDNP38C10 ring encircles the Npl unit, undergoes equilibration to give approximately equal amounts of the other co-conformer in which the BDNP38C10 ring encircles the Blpy(2+) unit.
引用
收藏
页码:3187 / 3190
页数:4
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