Synthesis of 9,10-bis-ketoenaminoanthryl and 9,10-bis-isoxazolylanthryl linked biscalix[4]arenes: atropisomers and molecular recognitions.
نویسندگان
چکیده
An efficient synthetic pathway for the synthesis of biscalix[4]arenes 5-10 using 1,3-dipolar cycloaddition reactions is reported. Biscalix[4]arene 10 is capable of forming a complex with methyl viologen because of favorable cation-π interactions and a proper cavity size to accommodate the guest. Moreover, biscalix[4]arenes 8a and 8b were found to be atropisomers at room temperature. These two conformers were unable to exchange at room temperature because of the restricted rotation of the C(9)-C(11) or C(10)-C(12) bonds of the β-amino-α,β-unsaturated ketones of anthracene.
منابع مشابه
Preparation of Some Meso-Disubstituted Anthracenes
The synthesis of some 9,10-disubstituted anthracene derivatives are described. 9,10-Bis(2-bromoethyl) anthracene 4,9,10-Bis (2-cyanoethyl) anthracene 5 and 9,10-Bis (4-hydroxybutyl) anthracene 11 are synthesized for the first time.
متن کاملSynthesis and Characterization of Novel Photoactive Poly(ether-amide)s Based on Highly Substituted Phenanthrimidazole
A new aromatic diamine monomer containing ether linkage based on the phenanthrimidazole ring, 1,1´-(4,4´- oxy bis(1,4-phenylene))bis(2-(4-aminophenyl)-1H-phenanthro[9,10-d]imidazole) was synthesized through four-components condensation of 4,4´-diamino diphenyl ether, 4-nitrobenzaldehyde, phenanthrene-9,10-dione and ammonium acetate in presence of acetic acid, followed by palladi...
متن کاملSynthesis and photophysical properties of donor- and acceptor-substituted 1,7-bis(arylalkynyl)perylene-3,4:9,10-bis(dicarboximide)s.
A series of 1,7-bis(arylethynyl)-N,N'-bis[2,6-diisopropylphenyl]perylene-3,4:9,10-bis(dicarboximide)s has been obtained from Sonogashira coupling of the 1,7-dibromoperylene-3,4:9,10-bis(dicarboximide) with p-substituted phenylacetylenes in which the p-substituents include pi-donors (dialkylamino, diarylamino, p-(diarylamino)phenyl, alkoxy) and pi-acceptors (diarylboryl, p-(diarylboryl)phenyl). ...
متن کاملEfficient Synthesis of a Range of 1-Hydroxy-2-(1-Alkyloxymethyl)-9,10-Anthraquinone Derivatives
Five new 1-hydroxy-2-(1-alkyloxymethyl)-9,10-Anthraquinones (9a-e) have been prepared. Selective nitration of 2-methyl-9,10-anthraquinone, reduction to the corresponding amine, diazotization and treatment by sulfuric acid solution afforded the 1-hydroxy-2-methyl-9,10-anthraquinone in good yield as the key intermediate. Reaction with dimethylsulphate/K2CO3 and subsequen...
متن کاملMolecular compasses and gyroscopes. II. Synthesis and characterization of molecular rotors with axially substituted bis[2-(9-triptycyl)ethynyl]arenes.
We have developed a simple convergent procedure for the synthesis of molecular rotors consisting of a central aromatic group coupled with two axially positioned ethynyltriptycenes. Molecular rotors with 1,4-phenylene (1), 1,4'-1,1'-biphenylene (2), 9,10-anthracenylene (3), and 2,7-pyrenylene (4) groups were prepared by Pd(0)-catalyzed coupling of ethynyl triptycenes with the corresponding dibro...
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 77 5 شماره
صفحات -
تاریخ انتشار 2012