Kohmoto Shigeo, Noguchi Takao, Masu Hyuma, Kishikawa Keiki, Yamamoto Makoto, Yamaguchi Kentaro
Department of Materials Technology, Faculty of Engineering and Chemical Analysis Center, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Org Lett. 2004 Mar 4;6(5):683-5. doi: 10.1021/ol036138e.
Phase-selective photochemical reaction of 2-pyridone derivatives was examined. Irradiation of 1 in benzene mainly gave rearrangement products 2. However, intermolecular [4 + 4] photocycloaddition proceeded quantitatively in the solid state, affording photodimers 3. An effective pi-pi stacking and dipole-dipole interaction between two pyridone moieties might play important roles in an effective arrangement of 1 for photodimerization in their crystal structures. [reaction: see text]
对2-吡啶酮衍生物的相选择性光化学反应进行了研究。在苯中照射1主要得到重排产物2。然而,分子间的[4 + 4]光环加成反应在固态下定量进行,得到光二聚体3。两个吡啶酮部分之间有效的π-π堆积和偶极-偶极相互作用可能在其晶体结构中对1进行光二聚化的有效排列中起重要作用。[反应:见正文]