Rapid and efficient synthesis of new chiral aromatic amide molecular tweezers under solvent-free conditions using microwave

An efficient and simple method for the synthesis of new chiral aromatic amide molecular tweezers by irradiation with microwave under solvent-free conditions has been developed. Its main advantages are short reaction times, good conversions and the environmentally friendly nature of the process.

A STUDY ON THE SELECTIVE REDUCTION OF AROMATIC AMIDE WITH LiAlH_4

In the synthesis of l-phenyl-5-substituted amino-4-pyrazole N-alkyl amide, it was found for the first time that one of the two aromatic amido groups in the molecule of 1-phenyl-5-benzoyl amino-4-pyrazole N-alkyl amide was reduced selectively by LiAlH_4. new conclusion was drawn after several experiments have been done that ortho-amino(or substituted amino)aryl amide or the aryl amide with its ortho substituent which can be reduced into an amino group(or substituted amino group)can not be reduced by LiAlH_4. It was further rationalized by quantum chemical calculation.

Cobalt-Catalyzed Switchable[4+1]and[4+1+1]Spirocyclization of Aromatic Amides with 2-Diazo-1H-indene-1,3(2H)-dione:Access to Spiro Indene-2,1'-isoindolinones and Spiro Isochroman-3,1'-isoindolinones

Herein,we report a condition-controlled divergent synthesis of spiro indene-2,1'-isoindolinones and spiro isochroman-3,1'-isoindolinones through cobalt-catalyzed formal[4+1]and[4+1+1]spirocyclization of aromatic amides with 2-diazo-1H-indene-1,3(2H)-dione.When the reaction is carried out under air in ethyl acetate,spiro indene-2,1'-isoindolinones are formed through Co(II)-catalyzed C—H/N—H[4+1]spirocyclization.When the reaction is run under O2 in CH3CN,on the other hand,spiro isochroman-3,1'-isoindolinones are generated through Baeyer-Villiger oxidation of the in situ formed spiro indene-2,1'-isoindolinones with O2 as a cheaper and environmental-friendly oxygen source.In general,these protocols have advantages such as using non-precious and earth-abundant metal catalyst,no extra additive,high efficiency and regioselectivity.A gram-scale synthesis and the removal of the directing group further highlight its utility.

N-H…X(X=F,Cl,Br,and Ⅰ)hydrogen bonding in aromatic amide derivatives in crystal structures

Intramolecular N H···X (X=F, Cl, Br, and Ⅰ) hydrogen bonding patterns of aromatic amides in the solid state are summarized. It is revealed that the key for the formation of this kind of weak intramolecular hydrogen bonding in X-ray crystal structures is to suppress the competition of strong intermolecular N H···O C hydrogen bonding of the amide unit. For amides with identical backbones, the bonding capacity of halogen atoms as hydrogen bonding acceptors is in the order of F>Cl>Br>I, which is in accordance with their electronegativity strength. Generally, the five-membered hydrogen bonding is easier to form than the six-membered one.

Aromatic Amide Polymers that Form Two Helical Conformations with Twist Sense Bias in Water

Two benzene/2,2＇-bipyridine-alternately incorporated amide polymers have been prepared, which are driven by hydrophobicity to form two different helical conformations. Both helices exhibit twist sense bias in water induced by chiral valine side chains and the coordination of the 2,2＇-bipyridine unit to the Ni2＋ ions.

Synthesis, Crystal Structure of the Receptor Derived from Diethoxycarbonyl Glycoluril for Aromatic Amide Guest

The receptor derived from the diethoxycarbonyl glycoluril was synthesized and characterized by IR,^(1)H NMR,MS techniques and X-ray single crystal analysis.Single crystal X-ray diffraction reveals that the receptor remains monomeric because of its bulky t-Bu groups on the side walls.Its unique binding properties for aromatic amides were studied through ^(1)H NMR and IR techniques.

Synthesis of Methyl-substituted Phthalazinone-based Aromatic Poly(amide imide)s

A series of novel aromatic poly ( amide imide)s containing phthalazinone moieties were prepared from 2-(4-aminophenyl)-4-[3-methyl-4-(4-aminophenoxy)-2,3-phthalazinone-1], a novel diamine 1 with four diimide-dicarboxylic acids by Yamazaki phosphorylation method with the inherent viscosity of 0.36~0.65 dL/g. These polymers had high glass transition temperatures above 300C and they lost 10% weight between 426~475C in N2. The structure of diamine 1 and the polymers was confirmed by IR, 1H NMR and MS. The obtained polymers were readily soluble in polar solvents such as NMP, m-cresol etc. and easily cast into tough, flexible films. The X-ray indicated that they are all amorphous.

Synthesis and Evaluation of Aromatic DTPA-bis(amide)Gadolinium Complexes as Magnetic Resonance Imaging Contrast Agents

Five DTPA bis(amide)s have been synthesized and characterized by means of 1 H NMR , FT IR and elemental analyses. The stability constants of their Gd 3+ complexes have been measured using a simple spectrophotometric method. The results show that the complexing properties of the ligands in comparison with those of DTPA are affected by converting two carboxyl groups to amide groups. The relaxation studies have shown that the relaxivity of the chelates is similar to that of Gd DTPA, indicating that in solution all the chelates have one water molecule directly coordinated to the metal ion. Only one water molecule in inner coordination sphere suggests the coordination of the carboxamide oxygen to gadolinium ion, which agrees with the FT IR results.

Manipulating noncovalent conformational lock via side-chain engineering for luminescence at aggregate level

The unfavorable photochemical processes at the molecular level have become a bar-rier limiting the use of aromatic amides as high-performance luminescent materials.Herein,we propose a reliable strategy for manipulating noncovalent conformational lock(NCL)via side-chain engineering to burst out eye-catching luminescence at the aggregate level.Contrary to the invisible emission in dilute solutions,dyad OO with a three-centered H-bond gave the wondrous crystallization-induced emis-sion with a quantum yield of 66.8%and clusterization-triggered emission,which were much brighter than those of isomers.Theoretical calculations demonstrate that crystallization-induced planarized intramolecular charge transfer(PICT),con-formation rigidification,and through-space conjugation(TSC)are responsible for aggregate-state luminescence.Robust NCL composed of intramolecular N-H⋅⋅⋅Ointeractions could boost molecular rigidity and planarity,thus greatly facilitating PICT and TSC.This study would inspire researchers to design efficient luminescent materials at the aggregate level via rational conformational control.