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aromatic photocycloaddition

Inter- and intramolecular photochemical processes involving the addition of a C–C double (or triple) bond to (i) to the 1,2-positions of an arene in which case it is called an ortho photocycloaddition, with formation of a benzocyclobutene (or a benzocyclobutadiene) derivative, (ii) to the 1,3-positions of an arene in which case it is called a meta photocycloaddition, with formation of tricyclo[3.3.0.02,8]oct-3-ene (or octa-3,6-dien) derivatives, or (iii) to the 1,4-positions of an arene in which case it is called a para photocycloaddition, with formation of bicyclo[2,2,2]oct-2-ene (or octa-2,5-dien) derivatives.
Source:
PAC, 2007, 79, 293 (Glossary of terms used in photochemistry, 3rd edition (IUPAC Recommendations 2006)) on page 303
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: doi:10.1351/goldbook.AT07327.
Original PDF version: http://www.iupac.org/goldbook/AT07327.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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