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Notizen. 1‐Methyl‐7‐norbornyliden. Selektive Alkylverschiebung in Carbenen
Author(s) -
Kirmse Wolfgang,
Streu Joachim
Publication year - 1984
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.19841171217
Subject(s) - chemistry , photodissociation , alkyl , thermal decomposition , sodium salt , medicinal chemistry , salt (chemistry) , sodium , stereochemistry , organic chemistry , inorganic chemistry
1‐Methyl‐7‐norbornylidene. Selective Alkyl Shifts of Carbenes 1‐Methyl‐7‐norbornylidene ( 14 ), generated from the sodium salt of the analogous tosylhydrazone ( 7 ), rearranges preferentially with migration of the C‐1–C‐2 (C‐1–C‐6) bond. The ratios of 2‐methyl‐ over 5‐methylbicyclo[3.2.0]heptenes ( 15 + 16:20 ) range from 5 (thermolysis, 290°C to 21 (photolysis, 25°C).