Template-directed one-step synthesis of cyclic trimers by ADMET

Hongyi Hou; Ken C-F Leung; Daniela Lanari; Alshakim Nelson; J Fraser Stoddart; Robert H Grubbs

doi:10.1021/ja065572j

Template-directed one-step synthesis of cyclic trimers by ADMET

J Am Chem Soc. 2006 Dec 6;128(48):15358-9. doi: 10.1021/ja065572j.

Authors

Hongyi Hou¹, Ken C-F Leung, Daniela Lanari, Alshakim Nelson, J Fraser Stoddart, Robert H Grubbs

Affiliation

¹ The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, California Institute of Technology, 1200 East California Boulevard, Pasadena, California 91125, USA.

PMID: 17131986
DOI: 10.1021/ja065572j

Abstract

A trifurcated template, containing three secondary dialkylammonium ion recognition sites for encirclement by a dibenzo [24]crown-8-containing acyclic diene, is used to promote acyclic diene metatheses (ADMET) catalyzed by ruthenium-alkylidene complexes, affording a cyclic trimer in 55% yield. Following this one-step, threefold ADMET reaction, the resulting cyclic trimer was isolated by preparative HPLC and characterized by NMR spectroscopy and mass spectrometry.

Publication types

Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

Catalysis
Chromatography, High Pressure Liquid
Crown Ethers / chemical synthesis*
Crown Ethers / chemistry
Molecular Structure
Polymers / chemical synthesis*
Polymers / chemistry
Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization

Substances

Crown Ethers
Polymers