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1 article(s) from Smounig, Ralf

Molecular cleft or tweezer compounds derived from trioxabicyclo[3.3.1]nonadiene diisocyanate and diacid dichloride

Gert Kollenz,
Ralf Smounig,
Ferdinand Belaj,
David Kvaskoff and
Curt Wentrup

Beilstein J. Org. Chem. 2015, 11, 1–8, doi:10.3762/bjoc.11.1

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Graphical Abstract

Figure 1: 2,6,9-Trioxabicyclo[3.3.1]nonadiene (“bisdioxine”) derivatives.

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Figure 2: B3LYP/6-31G**-calculated structures of the stable endo,endo diisocyanate 1 (left) and the unstable ...

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Scheme 1: Ring opening taking place on attempted optimization of the calculated, putative endo,exo isomer of 1...

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Scheme 2: Synthesis of the di(hexylurea) and di(methyl carbamate) derivatives 4 and 5.

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Figure 3: Stereoscopic ORTEP plot of molecule A of the di(hexylurea) derivative 4 with atomic numbering schem...

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Figure 4: Stereoscopic ORTEP plot of molecule B of 4 with atomic numbering scheme. The ellipsoids are drawn a...

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Figure 5: Stereoscopic ORTEP plot of the di(methyl carbamate) 5 showing the atomic numbering scheme. The elli...

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Figure 6: The lowest-energy calculated structure of 4 (B3LYP/6-31G**; for other conformers and full details s...

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Figure 7: Calculated structure of 5 (B3LYP/6-31G**). Bond lengths are given in Å and angles in degrees. For a...

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Scheme 3: Synthesis of bis-crown ether diamides 7.

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Figure 8: Calculated structure of 7a-a (B3LYP/6-31G**). Bond lengths are given in Å and angles in degrees. Fo...

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Figure 9: Calculated structure of 7b-a (B3LYP/6-31G**). For other conformers (7b-b and 7b-c) and full details...

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Published 02 Jan 2015

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