Synthesis and rearrangement of cycloalkyl[1,2-e]oxazolo[3,2-a]pyrimidin-8/9-ones: an access to cycloalkyl[1,2-d]oxazolo[3,2-a]pyrimidin-5-ones

2-Substituted-4a-hydroxy-9H-cycloalkyl[1,2-e]oxazolo[3,2-a]pyrimidin-9-ones 2a-c were synthesized by an one-step cyclocondensation from the 5-substituted-2-amino-2-oxazolines 1a-c with ethyl 2-oxocyclohexanecarboxylate in ethanol at room temperature, and easily dehydrated to provide 2-substituted-9H-cycloalkyl[1,2-e]oxazolo[3,2-a]pyrimidin-9-ones 3. In refluxing xylene, the reaction conducted with various ethyl 2-oxocycloalkanecarboxylates led to the two isomeric 2-substituted-8/9H-cycloalkyl[1,2-e]oxazolo[3,2-a]pyrimidin-8/9-ones 3 and 2-substituted-5H-cycloalkyl[1,2-d]oxazolo[3,2-a]pyrimidin-5-ones 4. The structure of some compounds was unambiguously established using X-ray crystallography. According to results from the DSC analysis of compound 2a, formation of the thermodynamically stable pyrimidinones 4 could be related to an intramolecular rearrangement of kinetically controlled pyrimidinones 3.     

An immersed boundary method for unstructured meshes in depth averaged shallow water models

The representation of geometries as buildings, flood barriers or dikes in free surface flow models implies tedious and time‐consuming operations in order to define accurately the shape of these objects when using a body fitted numerical mesh. The immersed boundary method is an alternative way to define solid bodies inside the computational domain without the need of fitting the mesh boundaries to the shape of the object. In the direct forcing immersed boundary method, a solid body is represented by a grid of Lagrangian markers, which define its shape and which are independent from the fluid Eulerian mesh. This paper presents a new implementation of the immersed boundary method in an unstructured finite volume solver for the 2D shallow water equations. Moving least‐squares is used to transmit information between the grid of Lagrangian markers and the fluid Eulerian mesh. The performance of the proposed implementation is analysed in three test cases involving different flow conditions: the flow around a spur dike, a dam break flow with an isolated obstacle and the flow around an array of obstacles. A very good agreement between the classic body fitted approach and the immersed boundary method was found. The differences between the results obtained with both methods are less relevant than the errors because of the intrinsic shallow water assumptions. Copyright © 2015 John Wiley & Sons, Ltd.     

Influence of the exciton blocking layer on the stability of layered organic solar cells

The life-time of multi-layer organic solar cells based on the couple donor acceptor copper phthalocyanine/fullerene is studied as a function of the nature of the exciton blocking layer (EBL). It is shown that organic EBL are more efficient than are the inorganic In₂S₃ EBLs. Moreover among the organic EBL, Alq₃ is the most efficient EBL protecting layer. An organic solar cell’s lifetime depends on oxygen- and water-contamination of the organic materials. The solar cell’s degradation may correspond to bulk or interface phenomena. Using equivalent electrical schemes of solar cell diodes, we show that the structure degradation is mainly related to bulk modification. It is proposed that oxygen- and water-diffusion into the C₆₀ induce a large increase in its resistivity and, therefore an increase in the series resistance, which decreases the solar cell efficiency. In the case of In₂S₃ EBLs, the degradation law predicts that with time two different phenomena will be present. The classical oxygen- and water-diffusion into the organic material, during the first hour of air exposure, leads to a modification in the In₂S₃ EBL/organic interface properties.     

Reaction of 5-substituted-2-amino-2-oxazolines with ethoxycarbonyl isocyanate. A route to 2,3,6,7-tetrahydro-4H-oxazolo[3,2-a]-1,3,5-triazine-2,4-diones

The reaction of 2-amino-2-oxazolines with ethoxycarbonyl isocyanate was investigated in order to access to fused 1,3,5-triazine-2,4-diones with a potential 5-HT₂ antagonist activity. The reaction leads to 2,3,6,7-tetrahydro-4H-oxazolo[3,2-a]-1,3,5-triazine-2,4-diones and to 1-carbethoxy-3-(2-iminooxazolidine)ureas. During the carbamoylation the regioselectivity seems to be related to the strong nucleophilic character of the endo nitrogen atom of 2-amino-2-oxazolines. The structures of two compounds were studied by X-ray crystallography. N-Substituted compounds have been prepared by alkylation of the 2,3,6,7-tetrahydro-7-phenoxymethyl-4H-oxazolo[3,2-a]-1,3,5-triazine-2,4-dione.