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

TETRAHEDRON LETTERS

卷:56

Article

Hardikar, Tarini S.¹  Warren, MacKenzie A.¹  Thamattoor, Dasan M.¹ 

[1] Colby Coll, Dept Chem, Waterville, ME 04901 USA

关键词: Methylenecyclopropane;    Carbene;    Photolysis;    Trapping;    Rearrangement;   

DOI  :  10.1016/j.tetlet.2015.10.064

来源: Elsevier

【 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.

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