**Ion cyclotron resonance measurements on D‐labeled furan** revealed that in the prototype electrophilic reactions—__i.e.__ protonation—furan behaves in the gas phase as a typical arene and not as enol ether.
Chiral superbases: the proton affinities of 1- and 2-aza[6]helicene in the gas phase
✍ Scribed by Jana Roithová; Detlef Schröder; Jiří Míšek; Irena G. Stará; Ivo Starý
- Publisher
- John Wiley and Sons
- Year
- 2007
- Tongue
- English
- Weight
- 182 KB
- Volume
- 42
- Category
- Article
- ISSN
- 1076-5174
- DOI
- 10.1002/jms.1256
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✦ Synopsis
Abstract
The proton affinities (PAs) of 1‐ and 2‐azahelicene were determined using various mass spectrometric techniques and complementary results from density functional theory. With PAs of about 1000 kJ mol^−1^, the helical backbone of both compounds offer promising perspectives for future research on enantioselective reactions of these helical nitrogen bases. Copyright © 2007 John Wiley & Sons, Ltd.
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