title: Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me(3)Al-Promoted Reactions of Organotin Compounds with Esters.
abstract: 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.
authors.affiliation: Department of Material Science, Faculty of Science, Himeji Institute of Technology, 1479-1 Kanaji Kamigori-cho, Ako-gun, Hyogo 678-12, Japan.
authors.forename: Jun-ichi
authors.lastname: Yamada Ji
authors.forename: Shyûji
authors.initials: S
authors.lastname: Satoki
authors.forename: Sachinori
authors.initials: S
authors.lastname: Mishima
authors.forename: Nobutaka
authors.initials: N
authors.lastname: Akashi
authors.forename: Kouhei
authors.initials: K
authors.lastname: Takahashi
authors.forename: Nobuyuki
authors.initials: N
authors.lastname: Masuda
authors.forename: Yasushi
authors.initials: Y
authors.lastname: Nishimoto
authors.forename: Satoshi
authors.initials: S
authors.lastname: Takasaki
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Anzai