Novel, linear, high-molecular-weight single-strand heteroaromatic polymers and copolymers containing 9-xanthene moieties in the backbone were synthesized by metal-free superacid-catalyzed stoichiometric and nonstoichiometric step-growth polymerizations of carbonyl compounds bearing electron-withdrawing substituents with bisphenols. The electrophilic aromatic substitution reactions of ketones with phenol fragments occur exclusively in -positions to the hydroxy phenol group and followed by highly efficient cyclodehydration reaction of hydroxyl-containing intermediates to give corresponding substituted 9-xanthene-2,7-diyl polymers. The polymerizations were performed at room temperature in the Brønsted superacid trifluoromethanesulfonic acid (CFSOH, TFSA) and in a mixture of TFSA with methylene chloride and nitrobenzene.
View Article and Find Full Text PDFMolecules
August 2011
A comparison was made of the effectiveness of the functionalization reactions of pentacyclo[5.4.0.
View Article and Find Full Text PDFThe reaction of nBuSnCl3 and the sodium salt of 2-mercaptoethanol (1:1) in ethanol gave the compound Sn(nBu)(Cl)[(OCH2CH2S)2Sn(nBu)]2 (1). [(nBu)Sn(SCH2CH2O)SCH2CH2OH] (2) was initially isolated from the reaction of 1 with nBuMgCl as a rearrangement product but was also synthesized from nBuSn(O)OH and two molar equivalents of 2-mercaptoethanol. Both compounds were characterized by means of IR, 119Sn, 13C, and 1H NMR, FAB mass spectroscopy, and elemental analyses.
View Article and Find Full Text PDF