Influence of Intermolecular Interactions on the Formation of Tetra(carbomethoxy)‐tetrathiafulvalene Assemblies

Abstract

We study the assemblies that tetra(carbomethoxy)tetrathiafulvalene (TCM-TTF) forms in solution and when deposited on a surface depending on intermolecular interactions and on the interactions with the substrate and the solvent. Its organization on graphite and mica substrates was studied by atomic force microscopy, and different molecular assemblies were observed depending on the prevailing interactions. The promotion of molecule-molecule interactions gave rise to the formation of molecular fibers. The investigation of the influence of the solvent-molecule interactions on TCM-TTF molecular organizations was carried out by UV/Vis spectroscopy, and a new TCM-TTF polymorph was obtained by changing the nature of the solvent. Finally, an explanation for all these phenomena, supported by computational modeling, is put forward.

Sub-50 nm positioning of organic compounds onto silicon oxide patterns fabricated by local oxidation nanolithography

“…[27] For comparison purposes, the neutral TTF derivative 3 [27] was also studied. The best results were obtained with the water soluble sodium salt 1 (figure 1).…”

“…Tetrathiafulvalene (TTF) derivatives are in turn, remarkable semiconductors for preparing devices as Field Effect Transistors [18][19][20][21][22] and the obtained results already point out the high potential of these materials, which can be easily procesed [23] and tailored synthesized. [24] Even though nanostructuration of TTF derivatives in different surfaces has been demonstrated, [25][26][27][28] potential applications of TTFs as component in circuitry do still require methods for precise nanoscale controlled position and/or manipulation of those molecules.…”

DFT study including NBO, NLO response and reactivity descriptor of bis and tris (1,3-dithiole) tetrathiafulvalene

“…The optimized structural parameters such as bond lengths, bond angles and dihedral angles of bis and tris (1,3-dithiole) TTF 1-4 are determined by theoretical B3LYP method with 6-31G (d,p) basis set and presented in Tables 1-4 in accordance with the atom numbering scheme as given in Figure 1. (32,15,30,4) 179.947 R (1,23) 1.457 A (2,1,24) 109.638 D (21,18,29,20) 179.903 R (1,24) 1.763 A (23,1,24) 118.977 D (32,13,14,17) 179.841 R(2,3)…”

“…1.410 A (1,2,3) 113.932 D (33,15,30,31) 179.820 R (2,5) 1.082 A (1,2,5) 123.377 D (2,3,4,30) 179.604 R (3,4) 1.385 A (3,2,5) 122.616 D (11,9,10,7) 179.533 R (4,30) 1.438 A (3,4,30) 124.796 D (37,34,35,39) 179.414 R(13,14) 1.337 A (14,13,16) 124.948 D (23,1,2,3) 179.252 R(13,16) 1.083 A (14,13,32) 117.622 D (30,15,32,13) 178.743 R(13,32) 1.756 A (1,23,7) 117.676 D …”

“…The tetrathiafulvalene (TTF) derivatives are one kind of organic semiconductors that have been paid considerable attention as potential charge transfer materials in organic electronic devices in recent years [1][2][3][4][5] . They have been widely explored in both materials and supramolecular chemistry 6 .…”