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- W4360600823 abstract "Aromatic amides can be used to construct light-harvesting materials with valuable optical properties. The amide bond is formed using well-known coupling agents in near quantitative yield, as illustrated here through the synthesis of two boron dipyrromethene derivatives bearing an amide linkage. The primary concern with acyl amides is rotation around the C-N bond, leading to cis and trans isomers. Using NMR spectroscopy, quantum chemical calculations and critical comparison to simpler benzamides, the stereochemistry of the target compounds has been addressed. The N-cyclohexyl derivative gave diffraction quality crystals that established a trans geometry for the amide bond. Quantum chemical calculations support the trans geometry as being the lowest-energy structure in solution but indicate that inversion of the aryl ring is an important structural feature. Indeed, rotation around the C(sp2 )-C(aryl) bond has a strong influence on the solution-phase NMR spectra. The amide connection has minimal effect on the photophysical properties." @default.
- W4360600823 created "2023-03-24" @default.
- W4360600823 creator A5010108462 @default.
- W4360600823 creator A5016213800 @default.
- W4360600823 creator A5018060801 @default.
- W4360600823 creator A5038705766 @default.
- W4360600823 creator A5052629022 @default.
- W4360600823 creator A5064714255 @default.
- W4360600823 creator A5089193953 @default.
- W4360600823 date "2023-04-24" @default.
- W4360600823 modified "2023-10-12" @default.
- W4360600823 title "Stereochemical Control of Secondary Benzamide‐based BODIPY Emitters" @default.
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