Synthesis and oxidation of triarylamine derivatives bearing hydrogen-bonding groups.
نویسندگان
چکیده
Hydrogen-bonding triarylamines, 4-(N,N-bis(4-methoxyphenyl)amino)benzoic acid (TPA1), 5-(N,N-bis(4-methoxyphenyl)amino)isophthalic acid (TPA2), and N-(4-(1H-benzimidazol-2-yl)phenyl)-N,N-bis(4-methoxyphenyl)amine (BImTPA), were synthesized as radical cation precursors. TPA1 and TPA2 are readily p-doped by AgSbF(6) to give highly persistent radical cations. Poor solid-state spin yields of the radical cation from BImTPA may be due to spin delocalization.
منابع مشابه
Organic mixed valency in quadruple hydrogen-bonded triarylamine dimers bearing ureido pyrimidinedione moieties.
Quadruple hydrogen-bonding interactions stabilized the mixed-valence states of dimers of triarylamine derivatives bearing an ureido pyrimidinedione moiety without any electronic coupling. This study represents the first example of proton-coupled "organic" mixed valency in solution with different substituents being used to control the stability.
متن کاملUrea-hydrogen peroxide/silica phosphoric acid-catalyzed oxidation- condensation Tandem reaction: One-pot synthesis of 2-substituted benzimidazoles from alcohols
An efficient one-pot oxidation/condensation tandem process has been developed for the synthesis of 2-substituted benzimidazole derivatives from benzylic alcohols and 1,2-phenylenediamine with use of urea-hydrogen peroxide/silica phosphoric acid as a bifunctional catalyst. This method provides a rapid and efficient access to 2-substituted benzimidazoles.
متن کاملUrea-hydrogen peroxide/silica phosphoric acid-catalyzed oxidation- condensation Tandem reaction: One-pot synthesis of 2-substituted benzimidazoles from alcohols
An efficient one-pot oxidation/condensation tandem process has been developed for the synthesis of 2-substituted benzimidazole derivatives from benzylic alcohols and 1,2-phenylenediamine with use of urea-hydrogen peroxide/silica phosphoric acid as a bifunctional catalyst. This method provides a rapid and efficient access to 2-substituted benzimidazoles.
متن کاملOxidative aromatization of some 1,4-dihydropyridine derivatives using NaBrO3
In this study, oxidation of some 3,5-diacyl or 3,5-diester 1,4-dihydropyridines to corresponding pyridine derivatives using sodium bromate in the presence of NH4Cl, NaHSO4 and Bu4NHSO4 under thermal conditions has been investigated. The yield and structure of formed products is similar under all conditions; however, the reaction is accelerated in the presence of Bu4NHSO4 and NaHSO4. In addition...
متن کاملObservation of ionic hydrogen bonding between anions and triarylamine-based aromatic polyimides with secondary amine
Four triarylamine-based high-performance polyimides with secondary amine were readily synthesized, their ionic hydrogen-bonding interaction with pyridines and anions are successfully demonstrated (20 times higher than the literature in sensitivity) by the means of electrochemistry and spectroelectrochemistry. The prepared polymer thin films having the advantage for real-time qualitative detecti...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- The Journal of organic chemistry
دوره 72 13 شماره
صفحات -
تاریخ انتشار 2007