Limits of delocalization in through-conjugated dinitrenes: Aromatization or bond formation?

Organic Letters

Volumn 5, Issue 12, 2003, Pages 2099-2102

  Serwinski, Paul R ^a   Lahti, Paul M ^a  

^a UNIVERSITY OF MASSACHUSETTS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; QUINONE DERIVATIVE;

AROMATIZATION; ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; ELECTRON SPIN RESONANCE; STRUCTURE ANALYSIS; TEMPERATURE SENSITIVITY;

EID: 0141519486     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol034511c     Document Type: Article

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24. Itoh, K. In Magnetic Molecular Materials, NATO ASI Series; Gatteschi, D., Kahn, O., Miller, J. S., Palacio, F., Eds.; Kluwer: Dordrecht, The Netherlands, 1991; p 67. In this model, the singlet to triplet energy gap is 2 J/k, the singlet to quintet energy gap is 6 J/k, where J/k is an interelectronic exchange constant. Unlike the case for the quintet state, we observe no clear evidence for a thermally populated triplet state formed by interaction of the two nitrene sites in 5. However, any triplet state so formed is expected to have quite weak intensity bands and likely to overlap the mononitrene transition in a randomly oriented sample in the ESR X-band, so it is not surprising that it is not observed here. We thank Prof. Takeji Takui of Osaka City University for this insight (private communication, 2003).
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