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Synthesis, structure, and ring inversion of a trithiolane (6b,12b-epitrithioacenaphtho[1,2-a]acenaphthylene)

✍ Scribed by Yoshiaki Sugihara; Koichi Abe; Juzo Nakayama


Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
229 KB
Volume
10
Category
Article
ISSN
1042-7163

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✦ Synopsis


Reduction of 6b,

acenaphthylene 2, prepared by sulfuration of acenaphtho [1,2-a]acenaphthylene 1, with LiEt 3 BH, followed by air-oxidation, resulted in the desulfuration that led to 6b,12b-epitrithioacenaphtho[1,2-a]acenaphthylene 7 in 87% yield. The trithiolane ring of 7 adopts an envelope conformation both in solution at ‫04Χžβ€¬ΠŠC (NMR) and in crystals (Xray). The ring inversion of the trithiolane ring is frozen at low temperature, but begins to take place as the temperature rises. Activation energy (Ea) of the ring inversion was determined to be 58 kJ mol ‫1Χžβ€¬ , based on dynamic 13 C NMR analyses.


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ChemInform Abstract: Synthesis, Structur
✍ Yoshiaki Sugihara; Koichi Abe; Juzo Nakayama πŸ“‚ Article πŸ“… 2010 πŸ› John Wiley and Sons βš– 34 KB πŸ‘ 1 views

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