Homocub‐1(9)‐ene trapped | Zendy

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Homocub‐1(9)‐ene trapped

Author(s) -

Chen Ning,

Jones Maitland

Publication year - 1988

Publication title -

journal of physical organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.325

H-Index - 66

eISSN - 1099-1395

pISSN - 0894-3230

DOI - 10.1002/poc.610010509

Subject(s) - chemistry , flash vacuum pyrolysis , ene reaction , hydrazone , indene , decomposition , pyrolysis , tosyl , organic chemistry , photochemistry , medicinal chemistry

Decomposition of the tosylhydrazone salts formed from cubyl carboxaldehyde and homocubanone, potential precursors of cubylcarbene ( 5 ) and homocubanylidene ( 6 ), leads in each case to products derived from 6 . It is suggested that homocub‐1(9)‐ene ( 7 ) is the active ingredient in the formation of 6 from both precursors. The hydrazones formed from N ‐aziridylamines are useful photochemical sources of 6 , and presumably other carbenes. Flash vacuum pyrolysis of the tosyl hydrazone salts and hydrazones at 600°C leads to indene.

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