Photochemistry of 1-(propan-2-ylidene)-1a,9b-dihydro-1H-cyclopropa[l]phenanthrene

被引:10
|
作者
Hardikar, Tarini S. [1 ]
Warren, MacKenzie A. [1 ]
Thamattoor, Dasan M. [1 ]
机构
[1] Colby Coll, Dept Chem, Waterville, ME 04901 USA
基金
美国国家科学基金会;
关键词
Methylenecyclopropane; Carbene; Photolysis; Trapping; Rearrangement; UNSATURATED CARBENES; ISOPROPYLIDENE CARBENE; ALKYLIDENECARBENES; GENERATION; REARRANGEMENTS; VINYLIDENES;
D O I
10.1016/j.tetlet.2015.10.064
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The hydrocarbon, 1-(propan-2-ylidene)-1a,9b-dihydro-1H-cyclopropa[l]phenanthrene, affords dimethylvinylidene upon photolysis (similar to 315-400 nm) at ambient temperature, and the carbene may be trapped by cyclohexene. Some of the precursor also rearranged to a non-photolabile isomer via a putative 1,5-sigmatropic shift followed by an electrocyclic ring opening. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6751 / 6753
页数:3
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