A series of tetrahedral oligothiophenes bearing n-hexyl groups at the α-positions of the terminal thiophene rings, (n-C(6)H(13)(C(4)H(2)S)(n))(4)C (Hex-TnTM; n=1-4), has been synthesized by Kosugi-Migita-Stille coupling as a key reaction. Thanks to the improved solubility afforded by the terminal n-hexyl groups, the largest homologue (n=4) was successfully obtained. Whereas the smaller derivati...

A novel series of carbamothioylamino-benzene-sulfonamide-thiophene-carboxylates 4a-c and thieno[3,2-d]pyrimidin-2-yl-amino-benzene-sulfonamides 5a-c were synthesized in a series of synthetic steps and were used as key intermediates for the synthesis of thienotriazolopyrimidine-benzene-sulfonamide derivatives 6a-c and 7a-c. Thieno[3,2-d]pyrimidinones (8 and 9) were also prepared. Compound 9 was ...

The synthesis and electrochemical properties of novel block copolymers are reported. Three different norbornene derivatives having phenylene-thiophene, phenylene-bithiophene, and phenylene-furan structures were copolymerized with either norbornene or 7-oxanorbornene derivatives via ring-opening metathesis polymerization (ROMP). Block copolymers’ stabilities and solubilities could be improved by...

[reaction: see text] A new iterative synthesis of regioregular oligothiophenes has been developed in which "double-coupling" after each iteration minimizes deletion sequences. The method exploits the susceptibility of alpha-silyl- but not alpha-germyl-substituted thiophene derivatives toward nucleophilic ipso-protodemetalation and features an unusual "base-free" Suzuki-type cross-coupling proto...

The synthesis of new derivatives 2-[(1,4-dioxo-1-amino-4-arylbutyl-2-en-2-yl)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylic acid is described. Starting 2-{[5-aryl-2-oxofuran-3(2H)-ylidene]amino}thiophene-3-carboxylic acids were obtained by intramolecular cyclisation substituted 4-aryl-4-oxo-2-thienylaminobut-2-enoic in acetic anhydride. New via decyclization reaction acids. structure t...

Reactions of gaseous SF(3)(+) ions with furan, thiophene, pyrrole, and several of their alkyl derivatives were performed via MS(2) experiments and found to occur readily both by electron abstraction and F(+) transfer. Then, by performing MS(3) experiments, the F(+) transfer products-the protonated monofluorinated molecules-were mass-selected and deprotonated by a second reaction with a stronger...

The binding energy and electronic coupling of perylenediimide (PDI) pi-stacked dimers were calculated using M06-2X/6-31++G** as a function of stacking geometry. Due to shallow minima in the potential energy surface, electronic coupling can vary by over an order of magnitude among energetically accessible geometries. The coupling was then determined for 20 PDI derivatives with various substituti...

With our previously identified potent NNRTIs 25a and HBS-11c as leads, series of novel thiophene[3,2-d]pyrimidine thiophene[2,3-d]pyrimidine derivatives were designed via molecular hybridization strategy. All the target compounds evaluated for their anti-HIV-1 activity cytotoxicity in MT-4 cells. Compounds 16a1 16b1 turned out to be most inhibitors against WT mutant HIV-1 strains (L100I, K103N,...