1989
DOI: 10.1021/ja00198a004
|View full text |Cite
|
Sign up to set email alerts
|

Hydrogen-abstraction reactivity of excited-state para-substituted benzyl radicals in solution at room temperature

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1
1

Citation Types

1
5
0

Year Published

1989
1989
1997
1997

Publication Types

Select...
4
3

Relationship

0
7

Authors

Journals

citations
Cited by 10 publications
(6 citation statements)
references
References 1 publication
1
5
0
Order By: Relevance
“…A similar cleavage has also been suggested for 1,1,3,3tetraarylpropane-l,3-diyl biradicals generated by addition of diaryl carbenes to diaryl olefins.11 In this case the products of laser-jet irradiation indicate that excitation of the biradical leads to a cleavage reaction that regenerates carbene plus olefin (reaction 19), in contrast to the usual thermal ring closure reaction for the ground-state biradical. Recent laser-jet results for another 1,3-biradical derived from a cyclopropyl-substituted anthrone (reaction 20) suggest that cleavage of excited 1,3-biradicals may be a relatively general phenomenon.10 In this case only cleavage of bond b (reaction 20) to generate diphenylcarbene plus 10-methylene anthrone is observed.…”
Section: B Blradlcalssupporting
confidence: 54%
See 3 more Smart Citations
“…A similar cleavage has also been suggested for 1,1,3,3tetraarylpropane-l,3-diyl biradicals generated by addition of diaryl carbenes to diaryl olefins.11 In this case the products of laser-jet irradiation indicate that excitation of the biradical leads to a cleavage reaction that regenerates carbene plus olefin (reaction 19), in contrast to the usual thermal ring closure reaction for the ground-state biradical. Recent laser-jet results for another 1,3-biradical derived from a cyclopropyl-substituted anthrone (reaction 20) suggest that cleavage of excited 1,3-biradicals may be a relatively general phenomenon.10 In this case only cleavage of bond b (reaction 20) to generate diphenylcarbene plus 10-methylene anthrone is observed.…”
Section: B Blradlcalssupporting
confidence: 54%
“…In the case of the 4-cyanobenzyl radical the 45-nm shift in the absorption spectrum has been attributed to a change in the nature of the lowest excited doublet from IA2 to 2B2, as discussed above. 19 Monitoring the decays of either the transient absorption spectrum or the fluorescence gives results which are identical within experimental error for all radicals which have been examined using both techniques.…”
Section: Scheme I Iv Transient Absorptionmentioning
confidence: 78%
See 2 more Smart Citations
“…The origin of this effect is not clearly understood, but cyano substitution on the benzyl radical also produces hypsochromic shifts. 13 This effect has been explained as arising from an inversion of the energies of the two lowest lying excited states. Overall, the 5-30-nm absorption shifts for lb-d (relative to la) are comparable to shifts observed upon substitution of diphenylm-ethyl14•16 and diphenylketyl radicals.6•8 Semiempirical molecular orbital calculations (AMI) produce a minimized energy for la when the C2-phenyl is rotated 59.1°from the plane of the central allyl core (dihedral angle of Ci-Cr-Cie-Cn).…”
Section: Resultsmentioning
confidence: 99%