1999
DOI: 10.1080/00397919908085740
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Preparation of a Novel 1,4-Pyridylphenylene Derivative For Synthesis of New Rigid Backbone Conjugated Polymers

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Cited by 10 publications
(7 citation statements)
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“…Syntheses and Spectroscopy: K 2 [3] , M 2 [4a] (M = K + ), and M 2 [4b] (M = Li + , K + ) are obtained from readily available 1,4-bis(dibromoboryl)benzene, 1a , and 1,3-bis(dibromoboryl)benzene, 1b , respectively (Scheme ). For the synthesis of K 2 [3] , 1,4-[(Me 2 N) 2 B] 2 C 6 H 4 is prepared from 1a and HNMe 2 and then treated with 2 equiv of Kpz and 4 equiv of Hpz (pz = pyrazolyl) in toluene solution. Since the introduction of tert -butyl substituents at the boron centers via direct reaction of 1a and 1b with t BuLi suffers from side product formation, both dibromoboranes are first transformed into the corresponding aminochloroborane derivatives 1,4-[(Me 2 N)ClB] 2 C 6 H 4 and 1,3-[(Me 2 N)ClB] 2 C 6 H 4 .…”
Section: Resultsmentioning
confidence: 99%
“…Syntheses and Spectroscopy: K 2 [3] , M 2 [4a] (M = K + ), and M 2 [4b] (M = Li + , K + ) are obtained from readily available 1,4-bis(dibromoboryl)benzene, 1a , and 1,3-bis(dibromoboryl)benzene, 1b , respectively (Scheme ). For the synthesis of K 2 [3] , 1,4-[(Me 2 N) 2 B] 2 C 6 H 4 is prepared from 1a and HNMe 2 and then treated with 2 equiv of Kpz and 4 equiv of Hpz (pz = pyrazolyl) in toluene solution. Since the introduction of tert -butyl substituents at the boron centers via direct reaction of 1a and 1b with t BuLi suffers from side product formation, both dibromoboranes are first transformed into the corresponding aminochloroborane derivatives 1,4-[(Me 2 N)ClB] 2 C 6 H 4 and 1,3-[(Me 2 N)ClB] 2 C 6 H 4 .…”
Section: Resultsmentioning
confidence: 99%
“…The crude product was purified by silica gel chromatography (petroleum ether-CH 2 Cl 2 , 70:30 to CH 2 Cl 2 pure) and isolated as a colourless solid (1.93 g, 97%); mp 237-238°C (Lit. 18…”
Section: Phenyl-14-diboronic Acid Bis-pinacol Ester (1)mentioning
confidence: 99%
“…162 Similarly, 1,4-bis-(2-bromo-4-methyl-5-pyridyl)-benzene monomer 114 has also been synthesised by utilising the SM cross-coupling reaction (Scheme 58). 163 Schlüter and co-workers 164 have used sequential SM and Stille cross-coupling reactions for the synthesis of bifunctional oligoarylene and heteroarylene building blocks of the type 115 which are useful for modular chemistry (Fig. 10).…”
mentioning
confidence: 99%