An unusual reactivity of 2-(1-alkenyl)-pyridines towards hydroboration with 9H-borabicyclo[3.3.1]nonane (9H-BBN) has been employed to selectively introduce two borane groups into a conjugated quaterpyridine. Quantitative conversion of the substrate was observed with exclusive regioselectivity. A molecular structure that allows intramolecular N→B coordination was generated. The effect of the ladder formation on the molecular structure and the electronic properties of the conjugated system have been investigated. The synthetic strategy demonstrated herein offers a facile access to N→B ladder-type structures from readily available substrates, and allows to simultaneously introduce several boron centers under mild conditions.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1002/chem.201600228 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
A ladder-type organic molecule with pseudocapacitive properties enabling superior electrochemical desalination.
Mater Horiz
January 2025
Natural Sciences and Science Education, National Institute of Education, Nanyang Technological University, Singapore 637616, Singapore.
The availability of clean water is fundamental for maintaining sustainable environments and human ecosystems. Capacitive deionization offers a cost-effective, environmentally friendly, and energy-efficient solution to meet the rising demand for clean water. Electrode materials based on pseudocapacitive adsorption have attracted significant attention in capacitive deionization due to their relatively high desalination capacity.
View Article and Find Full Text PDFLaterally Excited Resonators Based on Single-Crystalline LiTaO Thin Film for High-Frequency Applications.
Micromachines (Basel)
November 2024
School of Electronic and Information Engineering, Soochow University, Suzhou 215006, China.
High-performance acoustic resonators based on single-crystalline piezoelectric thin films have great potential in wireless communication applications. This paper presents the modeling, fabrication, and characterization of laterally excited bulk resonators (XBARs) utilizing the suspended ultra-thin (~420 nm) LiTaO (LT, with 42° YX-cut) film. The finite element analysis (FEA) was performed to model the LT-based XBARs precisely and to gain further insight into the physical behaviors of the acoustic waves and the loss mechanisms.
View Article and Find Full Text PDFBN-Acene Ladder with Enhanced Charge Transport for Organic Field-Effect Transistors.
Angew Chem Int Ed Engl
December 2024
Key Laboratory of Organic Optoelectronics and Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing, 100084, P.R. China.
The in-depth research on the charge transport properties of BN-embedded polycyclic aromatic hydrocarbons (BN-PAHs) still lags far behind studies of their emitting properties. Herein, we report the successfully synthesis of novel ladder-type BN-PAHs (BCNL1 and BCNL2) featuring a highly ordered BCN acene unit, achieved via a nitrogen-directed tandem C-H borylation. Single-crystal X-ray diffraction analysis unambiguously revealed their unique and compact herringbone packing structures.
View Article and Find Full Text PDFSynthesis of Regular Ladder-Type Fluorenylidene-Xanthene Oligomers via Nucleophilic Aromatic Substitution Reaction.
Org Lett
November 2024
College of Chemistry and Materials Science, Hebei University, Baoding, 071002, PR China.
Fluorenylidene-xanthene and related polycyclic systems are typical examples of bistricyclic aromatic enes (BAEs); however, polycyclic systems of fluorenylidene-xanthene are relatively scarce. Here we synthesized a series of novel ladder-type polycyclic systems containing fluorenylidene-xanthene units, differing from the classic Barton's two-fold extrusion reaction. In the new synthetic scheme, the very popular Suzuki reaction was first used to couple the corresponding precursors, then a catalyst-free nucleophilic aromatic substitution reaction between Ar-F and Ar-OH groups in the backbone afforded ladder-type -heteroarenes.
View Article and Find Full Text PDFAlternating Donor-Acceptor Ladder-Type Heteroarene for Efficient Photothermal Conversion via Boosting Non-Radiative Decay.
Angew Chem Int Ed Engl
November 2024
State Key Laboratory of Applied Organic Chemistry (SKLAOC), Key Laboratory of Special Function Materials and Structure Design (MOE), College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, China.
Article Synopsis
- The study presents a new ladder-type conjugated molecule, FCDTDPP, with potential applications in supramolecular chemistry and cancer therapy.
- It is synthesized using a simple method that connects donor and acceptor components through a vinylene bridge, which enhances its optical properties for effective photothermal conversion.
- FCDTDPP exhibits excellent biocompatibility and low toxicity, making it a promising candidate for therapeutic use, as indicated by both in vitro and preliminary in vivo experiments on tumors.
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!