2009
DOI: 10.1016/j.dyepig.2009.01.004
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The copper(I) iodide accelerated synthesis of mono- and bisbenzyl substituted 1- and 2-aminoanthraquinones

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Cited by 12 publications
(4 citation statements)
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“…Therefore, the quaternary ammonium salt can be avoided and multiple benzylation can be controlled. 101 Moreover, at higher applied temperature more bisbenzyl substituted 2-aminoanthraquinones 58 are produced. Thus, during the synthesis of monobenzyl substituted 2-AAQ's 59, the temperature must be maintained below 100 • C. Meanwhile, the benzyl bromide 57 should be added dropwise and 2-AAQ must be in excess.…”
Section: Reaction With Alkyl Halidementioning
confidence: 99%
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“…Therefore, the quaternary ammonium salt can be avoided and multiple benzylation can be controlled. 101 Moreover, at higher applied temperature more bisbenzyl substituted 2-aminoanthraquinones 58 are produced. Thus, during the synthesis of monobenzyl substituted 2-AAQ's 59, the temperature must be maintained below 100 • C. Meanwhile, the benzyl bromide 57 should be added dropwise and 2-AAQ must be in excess.…”
Section: Reaction With Alkyl Halidementioning
confidence: 99%
“…Thus, during the synthesis of monobenzyl substituted 2-AAQ's 59, the temperature must be maintained below 100 • C. Meanwhile, the benzyl bromide 57 should be added dropwise and 2-AAQ must be in excess. 101 Reaction with 4,5-dichloro-l,2,3-dithiazolium chloride 2-AAQ was condensed with 4,5-dichloro-l,2,3-dithiazolium chloride (60) in dichloromethane at room temperature, followed by addition of pyridine, to give the desired 2-(4-chloro-[1,2,3]dithiazol-5-ylideneimino)anthraquinone (61) in good yields. 102 Microwave irradiation (150 W) of imino-l,2,3-dithiazole derivative 61 at 150 • C in the presence of a small amount of graphite (10% by weight) surprisingly afforded the angular 2-cyanobenzothiazole 62.…”
Section: Reaction With Alkyl Halidementioning
confidence: 99%
“…Consequently, ECMs have attracted extensive research attention from researchers since Platt [14] reported the electrochromic phenomenon in dyes. ECMs include inorganic materials, such as metal oxides [15][16][17][18], and organic materials, such as phenothiazine [19][20][21][22][23][24], anthraquinone [25][26][27][28][29][30][31][32], viologen [33][34][35][36], thiophene [37][38][39][40], polythiophene [41][42][43][44][45][46][47], polyaniline [48][49][50], polypyrrole [51][52][53][54], and polyimide [55]. Compared with inorganic ECMs, organic ECMs exhibit the unique advantages of high optical contrast, fast switching speed, flexible device fabrication, and a multitude of achievable colors via chemical structure variation.…”
Section: Introductionmentioning
confidence: 99%
“…Copper (I) iodide, in conjunction with 1.10-phenanthroline as ligand, accelerates the reaction rate and enhances reaction yields by ∼30% [10].…”
Section: Introductionmentioning
confidence: 99%