Regioselective [3+4] cycloaddition of an azomethine ylide to meso–meso, β–β, β′–β′ triply linked diporphyrins

✍ Scribed by Takayuki Tanaka; Yasuyuki Nakamura; Naoki Aratani; Atsuhiro Osuka

• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 457 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.03.057

✦ Synopsis

Thermal reaction of meso-meso, b-b, b 0 -b 0 triply linked diporphyrins with an azomethine ylide produced seven-membered cycloadducts via formal [3+4] cycloaddition at the bay-area. Bischlorin structures of the cycloadducts are characterized on the basis of spectroscopic data and confirmed by single crystal X-ray diffraction analysis. Interestingly, the stability of the cycloadducts depends on the central metal ions in the porphyrin core.