Document Detail

Linear and cyclic amides with a thiophene backbone: ultrasound-promoted synthesis and crystal structures.
MedLine Citation:
PMID:  23013215     Owner:  NLM     Status:  MEDLINE    
A full synthetic study of linear and cyclic thiophene oligoamides has been carried out. The combination of an ultrasonic technique to diminish the intramolecular backfolding of longer oligoamide chains, therefore enhancing the accessibility of the carboxylic acid, and T3P as coupling reagent led to shorter reaction time and higher yields for both linear and cyclic oligoamides. By controlling the degree of dilution, macrocyclic amides with different sizes can selectively be prepared. Different crystal structures of cyclic thiophene oligoamides were also analyzed.
Thien H Ngo; Hülya Berndt; Dieter Lentz; Hans-Ulrich Reissig
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2012-10-19
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  77     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2012 Nov 
Date Detail:
Created Date:  2012-11-02     Completed Date:  2013-03-17     Revised Date:  2013-03-25    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  9676-83     Citation Subset:  IM    
Institut für Chemie und Biochemie, Freie Universität Berlin, Takustrasse 3, D-14195 Berlin, Germany.
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MeSH Terms
Amides / chemistry*
Macrocyclic Compounds / chemistry*
Magnetic Resonance Spectroscopy
Models, Molecular
Thiophenes / chemical synthesis*,  chemistry
Ultrasonics / methods*
Reg. No./Substance:
0/Amides; 0/Macrocyclic Compounds; 0/Thiophenes
Erratum In:
J Org Chem. 2013 Jan 18;78(2):792

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