Polyarene-based π-conjugated systems: synthesis, characterization, and mechanistic studies
Bibliographic record
Abstract
This thesis mainly deals with the synthesis and characterization of arenebased π-conjugated systems. The content can be divided into three major parts. In the first section, a series of tetraaryl-anthraquinodimethane derivatives (Ar₄-AQs) was synthesized via Suzuki coupling reactions, and these compounds were subjected to intramolecular cyclization reactions under chemical and photochemical conditions with the aim of making highly π-delocalized polycyclic aromatic hydrocarbons (PAHs). The Ar₄-AQs and their cyclized products were investigated by various spectroscopic analyses, including NMR, UV-Vis absorption spectroscopy, and X-ray crystallography to understand their structural, electronic, and photochemical properties. In the second part, microporous organic cross-linked polymer networks were successfully prepared from Schiff base condensation of a tetrabis(carboxaldehyde)-substituted Ar₄-AQ and para-phenylenediamine. Under optimized conditions, the resulting microporous organic materials showed good microporosity and crystallinity. In the third section, the detailed reaction mechanisms of intramolecular alkyne-dithiolium [3+2] cycloaddition reactions were investigated by a joint experimental and theoretical approach. A number of alkynyl-subsituted phenyldithiafulvenes was prepared as model compounds. Density functional theory (DFT) calculations were performed to reveal the effects of pH and degree of π- conjugation on reactivity.
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How this classification was reachedexpand
Full frame distilled prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.001 |
| Meta-epidemiology (narrow) | 0.001 | 0.001 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.001 | 0.001 |
| Science and technology studies | 0.002 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.001 | 0.001 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
Machine scores (provisional)
The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.
Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, not a consensus.
How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".