Maeda Chihiro, Shinokubo Hiroshi, Osuka Atsuhiro
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.
Org Lett. 2007 Jun 21;9(13):2493-6. doi: 10.1021/ol070885k. Epub 2007 May 23.
Pd-catalyzed annulation reaction of meso-hexynyl Zn(II) porphyrin with 4-amino-3-iodopyridine efficiently provides meso-3-(5-azaindolyl)-substituted Zn(II) porphyrin as a major product, which assembles to form a slipped cofacial dimer by the complementary coordination of the pyridine moiety to the Zn(II) center. 2-iodoaniline and 2-iodophenol also undergo this [3 + 2] annulation with the meso-hexynyl Zn(II) porphyrin to furnish meso-indolyl- and benzofuranyl-substituted Zn(II) porphyrins, respectively.
钯催化的内消旋己炔基锌（II）卟啉与4-氨基-3-碘吡啶的环化反应有效地提供了内消旋-3-（5-氮杂吲哚基）取代的锌（II）卟啉作为主要产物，该产物通过吡啶部分与锌（II）中心的互补配位组装形成一个错位的共面二聚体。2-碘苯胺和2-碘苯酚也与内消旋己炔基锌（II）卟啉发生这种[3+2]环化反应，分别生成内消旋吲哚基和苯并呋喃基取代的锌（II）卟啉。
