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1 article(s) from Ehnbom, Andreas

Syntheses, structures, and stabilities of aliphatic and aromatic fluorous iodine(I) and iodine(III) compounds: the role of iodine Lewis basicity

Tathagata Mukherjee,
Soumik Biswas,
Andreas Ehnbom,
Subrata K. Ghosh,
Ibrahim El-Zoghbi,
Nattamai Bhuvanesh,
Hassan S. Bazzi and
John A. Gladysz

Beilstein J. Org. Chem. 2017, 13, 2486–2501, doi:10.3762/bjoc.13.246

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Graphical Abstract

Scheme 1: Some previously reported iodine(III) dichlorides relevant to this work.

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Scheme 2: Syntheses of fluorous compounds of the formula R_f_nCH₂X.

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Scheme 3: Syntheses of fluorous compounds of the formula CF₃CF₂CF₂O(CF(CF₃)CF₂O)_xCF(CF₃)CH₂X'.

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Scheme 4: Attempted syntheses of aliphatic fluorous iodine(III) dichlorides R_f_nICl₂.

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Scheme 5: Syntheses of aromatic fluorous compounds with one perfluoroalkyl group.

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Scheme 6: Syntheses of aromatic fluorous compounds with two perfluoroalkyl groups.

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Figure 1: Partial ¹H NMR spectra (sp² CH, 500 MHz, CDCl₃) relating to the reaction of 1,3,5-(R_f6)₂C₆H₃I and Cl...

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Figure 2: Two views of the molecular structure of 1,3,5-(R_f6)₂C₆H₃I with thermal ellipsoids at the 50% probab...

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Figure 3: Ball-and-stick and space filling representations of the unit cell of 1,3,5-(R_f6)₂C₆H₃I.

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Figure 4: Free energies of chlorination of relevant aryl and alkyl iodides to the corresponding iodine(III) d...

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Scheme 7: Other relevant fluorous compounds and reactions.

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Figure 5: Views of the helical motif of the perfluorohexyl segments in crystalline 1,3,5-(R_f6)₂C₆H₃I (left) a...

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Published 23 Nov 2017

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