Catalyst-free syntheses of [2]rotaxanes utilizing a pentacoordinated hydrosilane as an end-capping agent

Yuya Domoto; Akihiro Fukushima; Yousuke Kasuga; Shohei Sase; Kei Goto; Takayuki Kawashima

doi:10.1021/ol100786a

Catalyst-free syntheses of [2]rotaxanes utilizing a pentacoordinated hydrosilane as an end-capping agent

Org Lett. 2010 Jun 4;12(11):2586-9. doi: 10.1021/ol100786a.

Authors

Yuya Domoto¹, Akihiro Fukushima, Yousuke Kasuga, Shohei Sase, Kei Goto, Takayuki Kawashima

Affiliation

¹ Department of Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8551, Japan.

PMID: 20441214
DOI: 10.1021/ol100786a

Abstract

A pentacoordinated hydrosilane activated by an intramolecular nitrogen-silicon dative bond was utilized as an end-capping agent for catalyst-free syntheses of [2]rotaxanes. The end-capping reaction of a pseudo[2]rotaxane bearing a salicylic acid terminus with the pentacoordinated hydrosilane readily proceeded at room temperature to produce the corresponding silyl-capped [2]rotaxane.