Acid‐Initiated Stereospecific Polymerization of Isocyanopeptides | Zendy

Metselaar Gerald A. | Zendy; Cornelissen Jeroen J. L. M. | Zendy; Rowan Alan E. | Zendy; Nolte Roeland J. M. | Zendy

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Acid‐Initiated Stereospecific Polymerization of Isocyanopeptides

Author(s) -

Metselaar Gerald A.,

Cornelissen Jeroen J. L. M.,

Rowan Alan E.,

Nolte Roeland J. M.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200462417

Subject(s) - stereospecificity , polymerization , twist , chemistry , dipeptide , amino acid , polymer chemistry , combinatorial chemistry , catalysis , organic chemistry , biochemistry , polymer , mathematics , geometry

Recognition with a twist : The acid‐initiated polymerization of dipeptide‐derived isocyanides (see scheme) is found to be an exceptionally stereospecific process that requires a helical template. The reaction is very sensitive to the acid concentration. At high acid concentrations, the template is destroyed and a competing cyclization reaction becomes predominant.

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