Template-directed one-step synthesis of cyclic trimers by ADMET.
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.
Hou
Hongyi
H
The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, California Institute of Technology, 1200 East California Boulevard, Pasadena, California 91125, USA.
Leung
Ken C-F
KC
Lanari
Daniela
D
Nelson
Alshakim
A
Stoddart
J Fraser
JF
Grubbs
Robert H
RH
D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D043844:Crown Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
D043844:Crown Ethers; D011108:Polymers