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Pyrene‐Derived Novel One‐ and Two‐Component Organogelators
Author(s) -
Babu P.,
Sangeetha N. M.,
Vijaykumar P.,
Maitra Uday,
Rissanen Kari,
Raju A. R.
Publication year - 2003
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200204459
Subject(s) - stacking , pyrene , chemistry , alkyl , amide , hydrogen bond , molecule , ether , polymer chemistry , acceptor , organic chemistry , crystallography , physics , condensed matter physics
A new class of alkyl‐chain‐appended pyrene derivatives 4 – 14 were synthesized and evaluated for their gelation abilities. Depending on the nature of the linking group, these compounds gelated a number of organic solvents, either in the presence or in the absence of the acceptor molecule 2,4,7‐trinitrofluorenone (TNF). Compounds with ester, ether, or alkyl linkages gelated a number of hydroxylic and hydrocarbon solvents by means of a charge‐transfer interaction with TNF, while compounds with amide, urethane and urea linkers formed gels on their own in a variety of solvents by means of π–π stacking and hydrogen‐bonding interactions. The Xray crystal structure of urethane ( S )‐ 12 showed hydrogen‐bonding and stacking features, as suggested by the model. The gels obtained were investigated by spectroscopic and electron microscopic techniques which provided structural insights.