Derong Cao

A facile and efficient preparation of pillararenes and a pillarquinone.

Calixarenes 1 and their derivatives have attracted considerable attention over the past two decades. This attention can be attributed to their applications in areas as diverse as gas adsorption, nanotubes, catalysis, DNA recognition and fullerene chemistry. Recently, many calixarene analogues have been developed in supramolecular chemistry, such as calixpyrroles, thiacalixarenes, and homooxacalixarenes. In contrast to the vast literature about the meta-bridged cyclooligomers 1, very little is known about their para-bridged analogues 2, called pillar[n]arenes (Scheme 1). Recently, the

Enhanced Performance of the Dye-Sensitized Solar Cells with Phenothiazine-Based Dyes Containing Double D−A Branches

Double donor-acceptor (D-A) branched dyes (DBD) with a phenothiazine unit as electron donor and a 2-cyanoacrylic acid unit as electron acceptor were synthesized and used as sensitizers for solar cells (DSSCs). The conversion efficiency of the DSSCs amounts up to 4.22% (2.91% for the single D-A branched dye) under AM 1.5 G irradiation. The results show that the performance of DSSCs can be effectively enhanced by the cooperation of two donor-acceptor containing branches in one molecule of the dyes.

Organic Dye Bearing Asymmetric Double Donor-π-Acceptor Chains for Dye-Sensitized Solar Cells

A novel efficient metal free sensitizer containing asymmetric double donor-π-acceptor chains (DC) was synthesized for dye-sensitized solar cells (DSSCs). Comparing to 3.80%, 4.40% and 4.64% for the DSSCs based on the dyes with single chain (SC1, SC2) and cosensitizers (SC1 + SC2), the overall conversion efficiency reaches 6.06% for DC-sensitized solar cells as a result of its longer electron lifetime and higher incident monochromatic photon-to-current conversion efficiency.

Phenothiazine-based dyes for efficient dye-sensitized solar cells

As an emerging photovoltaic technology, dye-sensitized solar cells (DSSCs) have attracted a great deal of academic and industrial interest due to their reasonably high power conversion efficiency, low material cost and facile fabrication process. Metal-free organic dyes, as one of the key components of DSSCs, play a pivotal role in light harvesting and electron injection. Among the various species of organic dyes, easily tunable 10H-phenothiazine-based dyes hold a large proportion. The electron-rich nitrogen and sulfur atoms render 10H-phenothiazine a stronger donor character than other amines, even better than triphenylamine, tetrahydroquinoline, carbazole and iminodibenzyl. On the other hand, the unique non-planar butterfly conformation of the 10H-phenothiazine ring can sufficiently suppress molecular aggregation and the formation of excimers. The positions N-10, C-3 and C-7 of the 10H-phenothiazine ring system can easily be furnished with electron-donating or electron-withdrawing groups. Thus, the structural features of 10H-phenothiazine-based dyes guarantee the fabrication of efficient DSSCs. Some 10H-phenothiazine-based dyes show high photovoltaic performance, even better than the commercial ruthenium complex (N719). This paper reviews the recent significant scientific progress in 10H-phenothiazine-based DSSCs and focuses especially on the relationship between the molecular structure and the photoelectric conversion properties.

Iron-Catalyzed Domino Process for the Synthesis of α-Carbonyl Furan Derivatives via One-Pot Cyclization Reaction

The Fe(ClO(4))(3)-catalyzed intramolecular rearrangement/cyclization/oxidation reaction sequence for the synthesis of alpha-carbonyl furan derivatives from electron-deficient alkynes and 2-yn-1-ols is reported.

Dithienopyrrolobenzothiadiazole-based organic dyes for efficient dye-sensitized solar cells

Four novel D–π–A metal-free organic dyes DTP1–4 containing a dithienopyrrolobenzothiadiazole (DTPBT) unit were synthesized and applied in dye-sensitized solar cells, where DTPBT was employed as a π-spacer for the first time. The photophysical, electrochemical and photovoltaic properties of the dyes were systematically investigated. The dyes DTP1–4 showed broad absorption spectra and high molar extinction coefficient, resulting in high light harvesting efficiency. In addition, the impacts of donors and the thiophene unit as an additional π-spacer were also studied. The results showed that the dye DTP4 with triphenylamine as the donor exhibited better photovoltaic performance than DTP1–3 with phenothiazine as the donor. The linking position of the thiophene unit to the DTPBT unit significantly influenced the photovoltaic performance. A power conversion efficiency of 7.55% with 1 mM CDCA as the co-adsorbent under simulated AM 1.5 G illumination was reached by the DSSC sensitized by the dye DTP4. These results indicate that the DTPBT-based organic dye is a promising candidate for efficient DSSCs.

Amino acid modified xanthone derivatives: novel, highly promising membrane-active antimicrobials for multidrug-resistant Gram-positive bacterial infections.

Antibiotic resistance is a critical global health care crisis requiring urgent action to develop more effective antibiotics. Utilizing the hydrophobic scaffold of xanthone, we identified three components that mimicked the action of an antimicrobial cationic peptide to produce membrane-targeting antimicrobials. Compounds 5c and 6, which contain a hydrophobic xanthone core, lipophilic chains, and cationic amino acids, displayed very promising antimicrobial activity against multidrug-resistant Gram-positive bacteria, including MRSA and VRE, rapid time-kill, avoidance of antibiotic resistance, and low toxicity. The bacterial membrane selectivity of these molecules was comparable to that of several membrane-targeting antibiotics in clinical trials. 5c and 6 were effective in a mouse model of corneal infection by S. aureus and MRSA. Evidence is presented indicating that 5c and 6 target the negatively charged bacterial membrane via a combination of electrostatic and hydrophobic interactions. These results suggest that 5c and 6 have significant promise for combating life-threatening infections.

Effect of the linkage location in double branched organic dyes on the photovoltaic performance of DSSCs

Two novel double branched D–π–A organic dyes (DB dyes) are synthesized to investigate the influence of the linkage location in DB dyes on the performance of dye-sensitized solar cells (DSSCs), where phenothiazine is introduced as a donor, thiophene–benzotriazole unit as the π-bridge and cyanoacrylic acid as the electron-acceptor. The photophysical, electrochemical and photovoltaic properties of the dyes are systematically investigated. The results show that the location of the linkage unit has a small effect on the physical and electrochemical properties of the dyes. However, when the dyes are applied in DSSCs, an obvious decline of short-circuit current (Jsc) and open-circuit voltage (Voc) is found by moving the linkage unit from the donor part to the π-bridge part. The DSSC based on the dye DB-D with the linkage unit in the donor obtains an overall power conversion efficiency of 6.13%, which is about 68% higher than that (3.65%) of the DSSC based on the dye DB-B with the linkage unit in the π-bridge. The DB-B based device exhibits a lower efficiency due to its serious aggregation and short electron lifetime. The results indicate that the linkage location of the dyes has a big effect on the performance of the DSSCs.

Dimerization Control in the Self-Assembly Behavior of Copillar[5]arenes Bearing ω-Hydroxyalkoxy Groups

Two novel copillar[5]arenes bearing ω-hydroxyalkoxy groups are synthesized and their self-assembly properties are studied by (1)H NMR spectroscopy, specific viscosity, and X-ray measurements. The copillar[5]arene 2b bearing a 6-hydroxyhexyloxy group exhibits a reversible self-assembly behavior, leading to the formation of the self-inclusion monomer and hugging dimers. The reversible self-assembly behavior can be controlled by tuning solvent, temperature, guest, and H-bond interaction. However, the copillar[5]arene 2a bearing a short 4-hydroxybutyloxy group does not show such a self-assembly behavior to the formation of the self-inclusion monomer and hugging dimers.

Synthesis and potent antileukemic activities of 10-benzyl-9(10H)-acridinones

A novel series of 10-benzyl-9(10H)-acridinones and 1-benzyl-4-piperidones were synthesized and tested for their in vitro antitumor activities against CCRF-CEM cells. Assay-based antiproliferative activity study using CCRF-CEM cell lines revealed that the acridone group and the substitution pattern on the benzene unit had significant effect on cytotoxicity of this series of compounds, among which 10-(3,5-dimethoxy)benzyl-9(10H)-acridinone (3b) was found to be the most active compound with IC(50) at about 0.7 microM. Compound 3b was also found to have antiproliferative activity against two other human leukemic cell lines K562 and HL60 using the MTT assay. The antitumor effect of 3b is believed to be due to the induction of apoptosis, which is further confirmed by PI (Propidium iodide) staining and Annexin V-FITC/PI staining assay using flow cytometry analysis.