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The Unexpectedly Stable Dianion of a Naphthalene-Tolan Photoadduct

✍ Scribed by Klaus Müllen


Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
273 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis


Abstract

Metal reduction of the polycycle 2 yields a surprisingly stable dianion with intact molecular framework. This conclusion can be drawn from reoxidation experiments and from an analysis of the ^1^H‐NMR. spectrum. The excess charge turns out to be distributed over both the π‐ and σ‐fragments of the molecule. The relative stabilities of ionic species derived from 1, 2 and 3 are considered.


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We have shown, separately, that heterolytic hydrogen activation by Ru(OAc),(l) in the presence of HBF, occurs readily at room temperature with 1 atm. of H,; however, for high yields of 2 the conditions given in the experimental part are best.