Photoadditionen von Dibenz[ a , c ]‐ und Dibenz[ a , h ]anthracen an Cyclopentadien | Zendy

Kaupp Gerd | Zendy; Grüter HeinzWilli | Zendy

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Photoadditionen von Dibenz[ a , c ]‐ und Dibenz[ a , h ]anthracen an Cyclopentadien

Author(s) -

Kaupp Gerd,

Grüter HeinzWilli

Publication year - 1980

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19801130442

Subject(s) - chemistry , cyclopentadiene , anthracene , adduct , medicinal chemistry , photochemistry , stereochemistry , organic chemistry , catalysis

Photoadditions of Dibenz[ a , c ]‐ and Dibenz[ a , h ]anthracene to Cyclopentadiene The electronically excited carcinogens and mutagens 1 and 5 react with cyclopentadiene ( 2 ) at 0°C to give the stereochemically well defined [4 + 2]‐ ( 3 ) and [4 + 4]‐ ( 4 ) or [4 + 2]‐ ( 6 ) and [2 + 4]‐adducts ( 7 ), resp. The products are characterized by UV, fluorescence, and 1 H NMR spectra which reveal transannular interactions. 4 gives the cage compound 10 on photolysis.

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