The stereospecific ionic ring-opening polymerization of various donor-acceptor cyclopropanes is reported. The chiral cyclopropane monomers are readily prepared with established methodology and stereospecific polymerization is best conducted with a catalytic amount of MgBr serving as a Lewis acid and as an initiator. Polymers with molecular masses of up to 7800 g mol containing a stereocenter in every repeating unit are obtained and the substituents of the monomers can be readily varied to access a novel class of chiral polymers.

Download full-text PDF

Source
http://dx.doi.org/10.1002/marc.202100030DOI Listing

Publication Analysis

Top Keywords

stereospecific ionic
8
ionic ring-opening
8
ring-opening polymerization
8
donor-acceptor cyclopropanes
8
synthesis polymers
4
polymers bearing
4
chiral
4
bearing chiral
4
chiral backbone
4
backbone stereospecific
4

Similar Publications

The stereoregularity of a polymer plays a key role in determining its properties. While stereocontrol can easily be achieved in coordination and ionic polymerization, it remains a challenge with radical polymerization. Considering the ubiquity and versatility of radical polymerization, significant efforts have been made over the past 50 years to address this issue.

View Article and Find Full Text PDF

Stereospecific supramolecular polymerization of nanoclusters into ultra-long helical chains and enantiomer separation.

Nat Commun

September 2024

State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, 130012, Changchun, China.

During the construction of supramolecular polymers of smaller nanoparticles/nanoclusters bearing hierarchy and homochirality, the mechanism understanding via intuitive visualization and precise cross-scale chirality modulation is still challenging. For this goal, a cooperative self-assembly strategy is here proposed by using ionic complexes with uniform chemical composition comprising polyanionic nanocluster cores and surrounded chiral cationic organic components as monomers for supramolecular polymerization. The single helical polymer chains bearing a core-shell structure at utmost length over 20 μm are demonstrated showing comparable flexibility resembling covalent polymers.

View Article and Find Full Text PDF

Single-molecule sensing inside stereo- and regio-defined hetero-nanopores.

Nat Nanotechnol

November 2024

School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, China.

Article Synopsis
  • * A new strategy involves modifying a heptameric protein in a controlled environment to create a hetero-nanopore with precise structural features, overcoming previous preparation issues.
  • * This modified nanopore demonstrated high accuracy in distinguishing between different peptide stereoisomers, showing potential for advancing single-molecule sensing technology.
View Article and Find Full Text PDF

α-Halocarbonyls as a Valuable Functionalized Tertiary Alkyl Source.

ChemistryOpen

October 2024

Graduate School of Science and Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi, 755-8611, Japan.

This review introduces the synthetic organic chemical value of α-bromocarbonyl compounds with tertiary carbons. This α-bromocarbonyl compound with a tertiary carbon has been used primarily only as a radical initiator in atom transfer radical polymerization (ATRP) reactions. However, with the recent development of photo-radical reactions (around 2010), research on the use of α-bromocarbonyl compounds as tertiary alkyl radical precursors became popular (around 2012).

View Article and Find Full Text PDF

Update on chiral recognition mechanisms in separation science.

J Sep Sci

May 2024

Department of Pharmaceutical/Medicinal Chemistry, Friedrich Schiller University, Jena, Germany.

The stereospecific analysis of chiral molecules is an important issue in many scientific fields. In separation sciences, this is achieved via the formation of transient diastereomeric complexes between a chiral selector and the selectand enantiomers driven by molecular interactions including electrostatic, ion-dipole, dipole-dipole, van der Waals or π-π interactions as well as hydrogen or halogen bonds depending on the nature of selector and selectand. Nuclear magnetic resonance spectroscopy and molecular modeling methods are currently the most frequently applied techniques to understand the selector-selectand interactions at a molecular level and to draw conclusions on the chiral separation mechanism.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!