Revisiting the assembly of amino ester-based benzene-1,3,5-tricarboxamides: chiral rods in solution.

نویسندگان

  • Alaric Desmarchelier
  • Matthieu Raynal
  • Patrick Brocorens
  • Nicolas Vanthuyne
  • Laurent Bouteiller
چکیده

Some benzene-1,3,5-tricarboxamide (BTA) monomers derived from (l) α-amino esters self-assemble into long rods at millimolar concentrations, and display a strong chiral amplification effect. These rods are in competition with dimeric species.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Formation of triple helical nanofibers using self-assembling chiral benzene-1,3,5-tricarboxamides and reversal of the nanostructure's handedness using mirror image building blocks.

Intertwining triple helical nanofibers with an overall handedness have been formed from self-assembling chiral benzene-1,3,5-tricarboxamides , and , whereas the achiral benzene-1,3,5-tricarboxamide upon self-association gives rise to straight nanofibers without any twist and transmission electron microscopy images of chiral compounds clearly demonstrate that the handedness of the triple helical...

متن کامل

The origin of isotope-induced helical-sense bias in supramolecular polymers of benzene-1,3,5-tricarboxamides.

The molecular origin of the isotope-induced diastereomeric enrichment in helical supramolecular polymers consisting of trialkylbenzene-1,3,5-tricarboxamides (BTAs) is studied using plane-wave DFT calculations. We demonstrate that the creation of a chiral center at the α-position of the alkyl chains of a BTA by H-D exchange leads to a small but notable preference for the formation of supramolecu...

متن کامل

A stereoselectively deuterated supramolecular motif to probe the role of solvent during self-assembly processes.

Small changes in the alkane solvent structure in combination with temperature effects lead to four different conformations of stereoselectively deuterated benzene-1,3,5-tricarboxamides in the aggregated state, affecting the expression of the supramolecular chirality and highlighting the role of the solvent structure in self-assembly processes.

متن کامل

Nanopatterned superlattices in self-assembled C2 -symmetric oligodimethylsiloxane-based benzene-1,3,5-tricarboxamides.

The synthesis of C3 - and C2 -symmetric benzene-1,3,5-tricarboxamides (BTAs) containing well-defined oligodimethylsiloxane (oDMS) and/or alkyl side chains has been carried out. The influence of the bulkiness of the oDMS chains in the aggregation behavior of dilute solutions of the oDMS-BTAs in methylcyclohexane was studied by temperature-dependent UV spectroscopy. The formation of hierarchicall...

متن کامل

Cooperativity Scale: A Structure–Mechanism Correlation in the Self-Assembly of Benzene-1,3,5-tricarboxamides

The self-assembly of small and well-defined molecules using noncovalent interactions to generate various nano- and microarchitectures has been extensively studied. Among various architectures, one-dimensional (1-D) nano-objects have garnered significant attention. It has become increasingly evident that a cooperative or nucleation-elongation mechanism of polymerization leads to highly ordered 1...

متن کامل

ذخیره 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 نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Chemical communications

دوره 51 34  شماره 

صفحات  -

تاریخ انتشار 2015