Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 13, Pages 5544-5551Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo3006232
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Funding
- NSF (STC Program) [DMR-0120967]
- NSF (PREM Program) [DMR-0934212]
- Division Of Materials Research
- Direct For Mathematical & Physical Scien [934212] Funding Source: National Science Foundation
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2,6-Diacyl derivatives of naphthalene-1,8:4,5-bis(dicarboximide)s have been synthesized via Stille coupling reactions of the corresponding 2,6-distannyl derivative with acyl halides. Reaction of these diketones with hydrazine gave phthalazino[6,7,8,1-lmna]pyridazino[5,4,3-gh][3,8]phenanthroline-5,11(4H,10H)-dione fused-ring derivatives. The products were characterized by UV-vis absorption spectroscopy and electrochemistry, modeled using density functional theory calculations, and, in some cases, studied and compared using single-crystal X-ray diffraction.
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