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Self‐Assembly of Non‐Biological Polymeric Strands Undergoing Enforced Helical Self‐Organization
Author(s) -
Schmitt JeanLouis,
Lehn JeanMarie
Publication year - 2003
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200390286
Subject(s) - chemistry , pyrimidine , folding (dsp implementation) , polymer , hydrazone , self assembly , macromolecule , crystallography , stereochemistry , polymer chemistry , organic chemistry , biochemistry , electrical engineering , engineering
The polycondensation of a dihydrazino‐pyrimidine ( 5 and 6 ) with a pyrimidine‐dicarbaldehyde ( 7 and 8b ) provides an efficent access to helical polymeric strands based on the formation of hydrazone connections between the pyrimidine groups. The folding into a helical structure is enforced by the helicity codon defined by the (hydrazonepyrimidine) sequence. The polymers obtained have been characterized by mass spectrometry, indicating molecular weights up to ca. 12000 Da. Electronic spectra display specific absorption and emission features. These helical polymers present a core diameter of ca. 20 Å, a pitch of 3.5 Å, and, for a molecular weight around 9000 Da, a height of ca. 42 Å with 12 turns. The self‐assembled helical polymers obtained represent stable frameworks for the lateral attachment of functional residues in a helical disposition. Such entities may possess a range of novel chemical as well as biological properties.