Document Detail


Synthesis of large [2]rotaxanes. The relationship between the size of the blocking group and the stability of the rotaxane.
MedLine Citation:
PMID:  23541290     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
[2]Rotaxanes with large macrocyclic phenanthrolines were prepared by the template method, and the stability of the rotaxanes was examined. Compared to the tris(biphenyl)methyl group, the tris(4-cyclohexylbiphenyl)methyl group was a larger blocking group, and the rate of the dissociation of the components decreased significantly when the thermal stability of a rotaxane with a 41-memebered ring was examined. We also succeeded in the synthesis of larger rotaxanes by the oxidative dimerization of alkynes with these bulky blocking groups, utilizing the catalytic activity of the macrocyclic phenanthroline-Cu complex.
Authors:
Shinichi Saito; Eiko Takahashi; Kouta Wakatsuki; Kazuhiko Inoue; Tomoko Orikasa; Kenta Sakai; Ryu Yamasaki; Yuichiro Mutoh; Takeshi Kasama
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2013-04-11
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  78     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2013 Apr 
Date Detail:
Created Date:  2013-04-19     Completed Date:  2013-08-12     Revised Date:  2013-08-30    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  3553-60     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan. ssaito@rs.kagu.tus.ac.jp
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Catalysis
Copper / chemistry*
Dimerization
Macrocyclic Compounds / chemical synthesis*,  chemistry*
Magnetic Resonance Spectroscopy
Models, Molecular
Molecular Structure
Organometallic Compounds / chemical synthesis*,  chemistry*
Phenanthrolines / chemistry*
Rotaxanes / chemical synthesis*,  chemistry*
Chemical
Reg. No./Substance:
0/Macrocyclic Compounds; 0/Organometallic Compounds; 0/Phenanthrolines; 0/Rotaxanes; 7440-50-8/Copper
Comments/Corrections
Erratum In:
J Org Chem. 2013 Jun 7;78(11):5816

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Source apportionment of polycyclic aromatic hydrocarbons in surface sediment of mud areas in the Eas...
Next Document:  Concord grape juice reverses the age-related impairment in latent learning in rats.