622833-05-0

Upstream product

• 79397-78-7 (S)-3,7-dimethyloctyl 4-methylbenzenesulfonate 
• 798567-89-2 methyl 3,4,5-tris[(S)-3,7-dimethyloctyloxy]benzoate 
• 798567-88-1 methyl 3,4,5-(3,7-(S)-dimethyl-6-octenyloxy)benzoate 
• 10340-84-8 (S)-citronellyl bromide 
• 99-24-1 methyl galloate 
• 123126-39-6 methyl [3,4,5-tris(n-dodecan-1-yloxy)]benzoate 
• 143-15-7 1-dodecylbromide 
• 798567-90-5 3,4,5-tris(((S)-3,7-dimethyloctyl)oxy)benzoic acid 

Downstream Products

• 1221071-06-2 N',N''-bis{3[3'-(3,4,5-tris((S)-3,7-dimethyloctyloxy)benzoylamino)-2,2'-bipyridyl]}-N''-{3[3'-(benzoylamino)-2,2'-dipyridyl]}benzene-1,3,5-tricarboxamide 
• 480445-08-7 3,4,5-tris((S)-3,7-dimethyloctan-1-yloxy)-1-aminobenzene 
• 622833-08-3 N-(3,5-diamino-phenyl)-3,4,5-tris((S)-3,7-dimethyloctyloxy)-benzamide 
• 798567-82-5 2,6-bis[3,4,5-tri(3,7-(S)-dimethyl-octyloxy)-benzoylamino]-4-trimethylsilylethynyl-toluene 
• 798567-80-3 2,6-bis[3,4,5-tri(3,7-(S)-dimethyl-octyloxy)-benzoylamino]-4-iodo-toluene 

Relevant academic research and scientific papers

Consequences of Amide Connectivity in the Supramolecular Polymerization of Porphyrins: Spectroscopic Observations Rationalized by Theoretical Modelling

The correlation between molecular structure and mechanism of supramolecular polymerizations is a topic of great interest, with a special focus on the pathway complexity of porphyrin assemblies. Their cooperative polymerization typically yields highly ordered, long 1D polymers and is driven by a combination of π-stacking due to solvophobic effects and hydrogen bonding interactions. Subtle changes in molecular structure, however, have significant influence on the cooperativity factor and yield different aggregate types (J- versus H-aggregates) of different lengths. In this study, the influence of amide connectivity on the self-assembly behavior of porphyrin-based supramolecular monomers was investigated. While in nonpolar solvents, C=O centered monomers readily assemble into helical supramolecular polymers via a cooperative mechanism, their NH centered counterparts form short, non-helical J-type aggregates via an isodesmic pathway. A combination of spectroscopy and density functional theory modelling sheds light on the molecular origins causing this stunning difference in assembly properties and demonstrates the importance of molecular connectivity in the design of supramolecular systems. Finally, their mutual interference in copolymerization experiments is presented.

A self-assembled helical anthracene nanofibre whose P- and M-isomers show unequal linear dichroism in a vortex

An anthracene derivative, having benzamide substituents bearing optically active alkyl chains, in hexane forms one-handedly biased helical supramolecular nanofibres, which show unequal linear dichroism (LD) in right- and left-handed vortex flows.

Distance Matters: Biasing Mechanism, Transfer of Asymmetry, and Stereomutation in N-Annulated Perylene Bisimide Supramolecular Polymers

The synthesis of two series of N-annulated perylene bisimides (PBIs), compounds 1 and 2, is reported, and their self-assembling features are thoroughly investigated by a complete set of spectroscopic measurements and theoretical calculations. The study co

Desymmetrization of 3,3′-bis(acylamino)-2,2′-bipyridine-based discotics: The high fidelity of their self-assembly behavior in the liquid-crystalline state and in solution

Two novel nonsymmetrical disc-shaped molecules 1 and 2 based on 3,3′-bis(acylamino)-2,2′-bipyridine units were synthesized by means of a statistical approach. Discotic 1 possesses six chiral dihydrocitronellyl tails and one peripheral phenyl group, whereas discotic 2 possesses six linear dodecyloxy tails and one peripheral pyridyl group. Preorganization by strong intramolecular hydrogen bonding and subsequent aromatic interactions induce self-assembly of the discotics. Liquid crystallinity of 1 and 2 was determined with the aid of polarized optical microscopy, differential scanning calorimetry and X-ray diffraction. Two columnar rectangular mesophases (Colr) have been identified, whereas for C3-symmetrical derivatives only one Colr mesophase has been found.[1] In solution, the molecularly dissolved state in chloroform was studied with 1H NMR spectroscopy, whereas the self-assembled state in apolar solution was examined with optical spectroscopy. Remarkably, these desymmetrized discotics, which lack one aliphatic wedge, behave similar to the symmetric parent compound. To prove that the stacking behavior of discotics 1 and 2 is similar to that of reported C3-symmetrical derivatives, a mixing experiment of chiral 1 with C3-symmetrical 13 has been undertaken; it has shown that they indeed belong to one type of self-assembly. This helical J-type self-assembly was further confirmed with UV/Vis and photoluminescence (PL) spectroscopy. Eventually, disc 2, functionalized with a hydrogen-bonding acceptor moiety, might perform secondary interactions with molecules such as acids.

Self-assembly in helical columnar mesophases and luminescence of chiral 1H-pyrazoles

Chiral polycatenar lH-pyrazoles self-assemble to form columnar mesophases that are stable at room temperature. X-ray diffraction and CD studies in the mesophase indicate a supramolecular helical organization consisting of stacked H-bonded dimers. The liquid-crystalline compounds reported are 3,5-bis(dialkoxyphenyl)-1Hpyrazoles that incorporate two or four dihydrocitronellyl chiral tails. It can be observed that the grafting of these branched chiral substituents onto the 3,5-diphenyl-1H-pyrazole core has a beneficial role in inducing mesomorphism, because isomeric linear-chain compounds are not liquid crystalline; this is not the usual scheme of behav-ior. Furthermore, the molecular chirality is transferred to the columnar mesophase, because preferential helical arrangements are observed. Films of the compounds are luminescent at room temperature and constitute an example of the self-organization of nondiscoid units into columnar liquid-crystalline assemblies in which the functional molecular unit transfers its properties to a hierarchically built superstructure.

An enantiomeric nanoscale architecture obtained from a pseudoenantiomeric aggregate: Covalent fixation of helical chirality formed in self-assembled discotic triazine triamides by chiral amplification

Covalent fixation of a chiral helical structure which is created in a self-assembling system by a chiral-amplification method based on the sergeants/soldiers principle is reported. Disk-shaped triazine triamides self-assembled to form columnar-type helica

New platforms integrating ethynyl-grafted modules for organogels and mesomorphic superstructures

(Chemical Equation Presented) A methyldiacylaminophenyl core substituted with gallic derivatives and alkynyl functions has been synthesized from 2,6-diamino-4-iodotoluene. By heating the iodo and ethynyl molecules, typical columnar mesophases are observed