Photoinduced α-Cleavage of 2-Azido-2-phenyl-1,3-indandione at Cryogenic Temperatures
Photoinduced α-Cleavage of 2-Azido-2-phenyl-1,3-indandione at Cryogenic Temperatures
复制标题
低温下 2-叠氮基-2-苯基-1,3-茚满二酮的光诱导 α 裂解
DOI：
10.1021/acs.orglett.0c02794
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发表时间：
2020
期刊：
影响因子：
5.2
通讯作者：
Gudmundsdottir, Anna D.
中科院分区：
文献类型：
--
作者：
Banerjee, Upasana;Sarkar, Sujan K.;Krause, Jeanette A.;Karney, William L.;Abe, Manabu;Gudmundsdottir, Anna D.
为了扩大低温下α-裂解的应用，我们研究了2-叠氮基-2-苯基-1，3-茚满二酮（1）的光反应性。EPR光谱显示，在2-甲基四氢呋喃（mTHF）基质中照射1形成烷基氮烯32，其具有典型的烷基氮烯的零场分裂参数（D/hc = 1.5837 cm-1; E/hc = 0.0039 cm-1）。红外光谱表明，在氩气基质中照射1会同时形成32、亚胺3、苯并环丁烯二酮4和苯甲腈5。
To expand the utility of α-cleavage at cryogenic temperatures, we investigated the photoreactivity of 2-azido-2-phenyl-1,3-indandione (1). EPR spectroscopy revealed that irradiating1in 2-methyltetrahydrofuran (mTHF) matrices forms alkylnitrene32, which has zero-field splitting parameters (D/hc = 1.5837 cm–1;E/hc = 0.0039 cm–1) typical of an alkylnitrene. IR spectroscopy demonstrated that irradiating1in argon matrices results in the concurrent formation of32, imine3, benzocyclobutenedione4, and benzonitrile5.