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Interaction of morpholine and thiomorpholine with molecular diiodine:X-ray crystal structure of morpholinium triiodide

✍ Scribed by Massimiliano Arca; Franco Cristiani; Francesco A. Devillanova; Alessandra Garau; Francesco Isaia; Vito Lippolis; Gaetano Verani; Francesco Demartin

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 269 KB
Volume: 8
Category: Article
ISSN: 1042-7163
DOI: 10.1002/(sici)1098-1071(1997)8:2<139::aid-hc6>3.0.co;2-9

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✦ Synopsis

The reactions between the donors morpholine (1) and thiomorpholine (2) with I 2 in low polar solvents (C 6 H 6 , CHCl 3 , CH 2 Cl 2 ) and different donor/I 2 concentration ratios (1:1, 1:2, 1:3) yield solids of stoichiometry 1 • I 2 , , ,2•I 2 , and . Crystals suitable for ‫ם‬ ‫מ‬ ‫ם‬ ‫מ‬ ‫ם‬ ‫מ‬ 1H I 1H I 2H I 3 5 3 X-ray structure determination have been obtained only for . All the solids were characterized by FT-Ra-‫ם‬ ‫מ‬ ) with I 2 . The formation constants of the 1:1 adducts of 2 and 3 determined at 20ЊC by UVvisible spectroscopy are 8500 and 8400 dm 3 mol ‫1מ‬ , respectively. IR spectroscopy shows that I 2 binds the nitrogen of 1 and 2 both in axial and equatorial positions. Further, FT-Raman and 13 C NMR spectroscopies support the nature of weak adducts between 1 (2) and the molecular diiodine in solution.

1H I 3 man and FT-IR spectroscopies in the region of the m(I-I) frequencies. Studies in solution have been carried out on each of the reactions between 1, 2, and N-methylmorpholine (

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