1998
DOI: 10.1002/(sici)1099-0690(199807)1998:7<1447::aid-ejoc1447>3.0.co;2-l
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On the Electronic Nature of a Butadienyl Biradical – Experiments and ab initio MO Calculations
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Cited by 10 publications
(10 citation statements)
References 44 publications
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“…Also of interest, with respect to our experimental efforts to determine the spin state of the intermediates ( 11a − c ), is the finding that the reaction proceeds on the singlet surface throughout and there is a considerable energy difference between the singlet and triplet states. This has been confirmed very recently by trapping experiments . A third point which we would like to make considers the 1,6- vs 1,7-ring closure.…”
Section: Discussionsupporting
confidence: 63%
“…Also of interest, with respect to our experimental efforts to determine the spin state of the intermediates ( 11a − c ), is the finding that the reaction proceeds on the singlet surface throughout and there is a considerable energy difference between the singlet and triplet states. This has been confirmed very recently by trapping experiments . A third point which we would like to make considers the 1,6- vs 1,7-ring closure.…”
Section: Discussionsupporting
confidence: 63%
“…At higher temperatures, it cyclized to naphthalene ( 7 ) via the 1,5-dehydronaphthalene ( 6 ) intermediate. In line with these observations were experiments with 1,6-cyclodecadiyne ( 8a ) and some of its derivatives . When N , N ′-diisopropyl-1,6-diazacyclodeca-3,8-diyne ( 8b ) was heated with hydrocarbons, or the parent system 8a was treated with CCl 4 , (SCN) 2 , or BrCN, the products were rationalized by assuming bicyclo[4.4.0]deca-1,6-dien-2,7-diyl ( 12 ) as intermediate (see Schemes and ). , …”
Section: Introductionmentioning
confidence: 74%
“…For 7, an activation energy of 28.9 kcal/mol was reported. 12 During our studies of 7, 8, and related heterocyclic derivatives, 11,13 we noticed a lower activation energy when X in 7 was replaced by hetero atoms. 14 This observation encouraged us to look closer at the In this paper, we present the results of model calculations on alkynes with different substituents such as F, Cl, OH, SH, NH 2 , and CN.…”
Section: ■ Introductionmentioning
confidence: 76%
