Title
Pyrene-Derived Novel One- and Two-Component Organogelators
Author
P. Babu, N. M. Sangeetha, P. Vijaykumar, Uday Maitra, Kari Rissanen, A. R. Raju
Year
2003
Journal
Chemistry A European Journal
Abstract
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.
Instrument
J-700
Keywords
Circular dichroism, Stereochemistry, Aggregation, Materials