2000
DOI: 10.1002/(sici)1521-3935(20000101)201:1<139::aid-macp139>3.3.co;2-3
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Improved Suzuki polycondensation: A diiodo versus a dibromo monomer

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Cited by 3 publications
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“…The electron‐rich ligands facilitate the oxidative addition by increasing the electron‐density of the palladium intermediate 30, 31. The ligand–ligand exchange reaction between aryls at a Pd center and the phosphorus of the ligand and the deboronation of the thiophene‐based monomers are the main side reactions that prohibit the formation of high‐molecular‐weight polythiophenes 15–18, 32–35. The use of electron‐rich compounds as a ligand of palladium for Suzuki polycondensation should suppress the side reactions and afford higher molecular weight polymers.…”
Section: Resultsmentioning
confidence: 99%
“…The electron‐rich ligands facilitate the oxidative addition by increasing the electron‐density of the palladium intermediate 30, 31. The ligand–ligand exchange reaction between aryls at a Pd center and the phosphorus of the ligand and the deboronation of the thiophene‐based monomers are the main side reactions that prohibit the formation of high‐molecular‐weight polythiophenes 15–18, 32–35. The use of electron‐rich compounds as a ligand of palladium for Suzuki polycondensation should suppress the side reactions and afford higher molecular weight polymers.…”
Section: Resultsmentioning
confidence: 99%
“…Polycondensations were carried out under standard SPC conditions4–7, 20, 21 with freshly prepared Pd[P( p ‐tolyl) 3 ] 3 22 as the catalyst precursor (Scheme ) 23, 24. To meet the required exact 1:1 stoichiometry, a series of polymerization experiments were carried out for each of the two monomer combinations in which the molar proportions were slightly modified around the presumed matching point.…”
Section: Resultsmentioning
confidence: 99%
“…There are a few examples with aryliodides. Some of them seem to furnish better results in terms of molar masses90 but there is also a report in which such an improvement was not observed 68. There is too little information available specifically regarding direct comparisons of dibromo versus diiodo monomers of the exact same structure carried out in the same laboratory to draw general conclusions.…”
Section: Methodological Developmentsmentioning
confidence: 99%