Efficient synthetic methods for the construction of a wide variety of unsymmetrical tetrathiafulvalenes (TTFs) via the Me(3)Al-promoted reactions of organotin thiolates or selenolates with esters are described. Reaction of tin thiolates (3a-c and 10) and selenolates (3d, 5, and 7) with esters (11a,b) in the presence of Me(3)Al as a Lewis acid gave dihydrotetrathiafulvalene derivatives (12, 14, 15, and 17-20) and 1,3-dithiane derivatives (13 and 16). In addition, the synthesis of diselenadithiafulvalene derivatives (25-28) could be accomplished by Me(3)Al-mediated reaction of tin thiolate (2a) or selenolates (3d and 5) with esters (22a, 22d, and 24). Furthermore, the application of the Me(3)Al-promoted reaction of tin thiolate (34) with esters (11a-b, 22a-d, and 35a-b) for the synthesis of unsymmetrical TTFs-fused donors enabled us to obtain various TTFs-fused systems (29-33) in short steps.
The electrochemical properties of TTF(s)-DHTTF fused donors, the electrical conductivities of their radical-cation salts, and the crystal structure of (3)2Au12 are described.
Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives viaMe3Al-Promoted Reactions of Organotin Compounds with Esters. -It represents an efficient synthetic method for the preparation of a wide variety of unsymmetrical tetrathiafulvalenes and selenium analogues. -(YAMADA, J.; SATOKI, S.; MISHIMA, S; AKASHI, N.; TAKAHASHI, K.; MASUDA, N.; NISHIMOTO, Y.; TAKASAKI, S.; ANZAI, H.; J.
Radical-Cation Salts Based on TTF(s)-DHTTF (Dihydrotetrathiafulvalene) Fused Donors: Electrical Conductivities and Crystal Structure-(synthesis of the title compound (IIIa), electrochemical properties of the fused donors (III), electrical conductivities of therefrom derived radical-cation salts and crystal structure of (IIIc)). -(YAMADA, J.; MISHIMA, S.; ANZAI, H.; TAMURA, M.; NISHIO, Y.; KAJITA, K.; SATO, T.; NISHIKAWA, H.; IKEMOTO, I.; KIKUCHI, K.; Chem.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.