Abstract
Photolysis of the 1,8-dimethylnaphthalene/tetranitromethane charge-transfer complex yields the triad of 1,8-dimethylnaphthalene radical cation, nitrogen dioxide, and trinitromethanide ion. In dichloromethane at +20° recombination of this triad gives predominantly the adducts (8), (9), (11), and (14), each of which is formed by attack of the trinitromethanide ion at C4 of the 1,8-dimethylnaphthalene radical cation; a minor adduct (10) is formed by similar attack but at C3 of the aromatic radical cation. The cycloadducts (12) and (13) arise by cycloaddition of the trinitromethyl group to the alkene function in adducts (9) and (14). The cycloaddition (9)→(12) has been shown to be a thermal, not photochemical, reaction. X-Ray crystal structures are reported for adducts (8) and (12).
Published Version
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
