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Journal Name
§ For a similar charge-dipole effect, see ref. 24.
§§ For related examples on F--H–O bonds, see ref. 26.
§§§ Such a through space interaction is reminiscent of intraresidual hydrogen
bonds within -sheets formed by peptides, ref. 31.
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§§§§ For details, see the supporting information.
§§§§§
Note, the relative signs of the n and * orbitals have no physical
relevance.
§§§§§§ In the gauche conformation of 1 this stabilizing contribution is absent.
§§§§§§§
We are grateful to the Swiss National Science Foundation (grant
200020_169423) and the Laboratory for Organic Chemistry of ETH Zurich for
financial support. We thank Rainer Frankenstein and Michael Solar for
recording NMR spectra and X-ray crystal structures. This publication is
dedicated to Prof. Bernhard Jaun on the occasion of his 70th birthday
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