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The Formation of Organogels and Helical Nanofibers from Simple Organic Salts
Author(s) -
Yoshii Yuya,
Hoshino Norihisa,
Takeda Takashi,
Moritomo Hiroki,
Kawamata Jun,
Nakamura Takayoshi,
Akutagawa Tomoyuki
Publication year - 2014
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.201404043
Subject(s) - tartrate , steric effects , salt (chemistry) , nanofiber , hydrogen bond , alkyl , stacking , solvent , chemistry , oxalate , materials science , crystallography , inorganic chemistry , polymer chemistry , organic chemistry , molecule , nanotechnology
Simple organic salts based on aniline‐derived cations and D ‐tartrate anions formed organogels and helical nanofibers. The organic salt ( p ‐fluoroanilinium)( D ‐tartrate) was found to generate an organogel despite the absence of a hydrophobic alkyl chain, whereas ( p ‐iodoanilinium)( D ‐tartrate) formed helical nanofibers in braided ropelike structures through a rolling‐up process. The helicity of these nanofibers could be reversed by changing the growth solvent. The driving forces responsible for the formation of the nanofibers were determined to be 1D OH⋅⋅⋅O − hydrogen‐bonding interactions between D ‐tartrate anions and π stacking of anilinium cations, as well as steric hindrance between the hydrogen‐bonded chains.