The chemistry of organolead(IV) tricarboxylates. Synthesis and electrophilic heteroarylation reactions of 2- and 3-thienyl-, and 2- and 3-furyl-lead tricarboxylates

Abstract

Tin( iv)-lead(iv) exchange and mercury( 11)-lead (iv) exchange reactions have been used to obtain 2-thienyl-lead triacetate (3), 2-thienyl -lead tribenzoate (4), 3-thienyl -lead triacetate (1 6), 2-furyl-lead triacetate (21 ), and 3-furyl-lead triacetate (31). In reactions with the P-dicarbonyl compounds (7), (I I), and (1 3), the above heteroaryl-lead compounds behaved as 2-thieny1, 3-thieny1, 2-furyl, and 3-fury1 cation equivalents respectively, giving the a-heteroaryl P-dicarbonyl compounds (8), (I 2), (1 4), (1 7), ( 18), ( 19), ( 25), ( 27), ( 28), (33), (34), and (35) in synthetically useful yields.

Novel Red Electroluminescent Polymers Derived from Carbazole and 3,6-Bis(2-thienyl)-1,2,7-benzothiadiazole

“…Compounds 1-4 were synthesized according to the procedures described previously. [8,9] 4,7-Bis(5-bromo-2-thienyl)-2,1,3-benzothiadiazole (7) was synthesized from 4,7-dibromo-2,1,3-benzothiadiazole [10] (4) and tributyl(2-thienyl)stannane (5), [11,12] followed by bromination with N-bromosuccinimide (NBS).…”

Synthesis, characterization and electrochromic properties of a near infrared active conducting polymer of 1,4-di(selenophen-2-yl)-benzene

“…Tributyl(2-selenophenyl)stannane was synthesized following the published procedures with some modifications [19,21]. Selenophene (1 g, 7.64 mmol) was dissolved in anhydrous THF (10 ml) in argon atmosphere.…”

Novel Random Low‐Band‐Gap Fluorene‐Based Copolymers for Deep Red/Near Infrared Light‐Emitting Diodes and Bulk Heterojunction Photovoltaic Cells

“…Tributyl-2-thienylstannane (5) [17] To a solution of thiophene (4.2 g, 50 mmol) in anhydrous THF (100 ml) at À30 8C, n-BuLi (1.6 M, 31 ml) in hexane was added dropwise, the mixture being stirred at this temperature under N 2 flow for 2 h, and tributylchlorostannane (17.6 g, 54 mmol) then being added. The mixture was stirred at À30 8C for 1.5 h and poured into saturated aqueous sodium hydrogen carbonate.…”