A new series of π-extended tetrathiafulvalene derivatives incorporating fused furanodithiino and thienodithiino units: a joint experimental and theoretical study

Molecular and Crystal Structure Diversity, and Physical Properties of Tetrathiafulvalene Derivatives Substituted with Various Aryl Groups through Sulfur Bridges

“…To the best of our knowledge, this is the first observation of the co‐existence of both C 2 v and C 2 h conformations in one crystal of an aryl‐fused TTF in the neutral state. DFT calculations indicated that the C 2 v form is about 20 kcal mol −1 more stable than the C 2 h form, similar to what has been found for bis(thienodithiino)TTF 20c. It is for this reason that six molecules adopt C 2 v symmetry while only one molecule adopts C 2 h symmetry in the crystal.…”

“…26 Molecule G has a chair‐like TTF core (Figure 7 c) and its symmetry conforms to pseudo‐ C 2 h , resembling those of BVDT‐TTF and VDT‐TTF 27. Although C 2 v and C 2 h symmetries of aryl‐fused TTFs have been separately observed in the solid state,20c, 26, 27 the co‐existence of both conformations is only postulated in solution 20c. To the best of our knowledge, this is the first observation of the co‐existence of both C 2 v and C 2 h conformations in one crystal of an aryl‐fused TTF in the neutral state.…”

“…The TTF cores of molecules A – F adopt a boat conformation (Figure 7 b), and the dithiine rings are bent upwards with respect to the C 2 S 2 plane of the TTF core by 45–49° ( θ 2 ). This conformation has pseudo‐ C 2 v symmetry and is similar to that of thienodithiino‐fused TTF 20c. 26 Molecule G has a chair‐like TTF core (Figure 7 c) and its symmetry conforms to pseudo‐ C 2 h , resembling those of BVDT‐TTF and VDT‐TTF 27.…”

Electrochromic properties of a poly(dithienylfuran) derivative featuring a redox-active dithiin unit

“…Compounds 5 and 6 were prepared using the procedure of Berridge et al 72 6-(Dimethoxymethyl)-2-thioxo- [1,3]dithiolo [4,5-b] [1,4]…”

Tetrathiafulvalene–oligofluorene star-shaped systems: new semiconductor materials for fluorescent moisture indicators

“…The extension of conjugation can be achieved through the incorporation of a conjugated spacer group between the 1,3dithiole rings or by the fusion of conjugated polymer or oligomer chains to the peripherals of the TTF unit. [18][19][20][21] The latter strategy led to development of donor systems that incorporated additional electroactive units into the system within close proximity to the TTF moiety, allowing for investigations into potential hybrid activity. 22 In order to better understand the electronic properties of the doped species, conjugated oligomer arms have been employed rather than their polymer analogues.…”