Abstract
o-Xylil-diamine perchlorates (compounds 1 and 2) and o-xylil-diamine N-oxide perchlorates (compounds, 3, 4 and 5) are synthesized. It is shown by n.m.r. spectroscopy that intramolecular hydrogen bonds are formed. These bonds are structurally symmetrical and hence easily polarizable. The N+H⋯N ⇌ N⋯H+N bonds in compounds 1 and 2 are relatively long whereas the O+H⋯O ⇌ O⋯H+O bonds in compounds 3, 4 and 5 are relatively short. If these hydrogen bonds are not screened against their environment in the first type a band-like structure in the region 2800–1800 cm–1 and a continuum extending toward smaller wavenumbers is observed, whereas with the second type a continuum is observed in the region 1800–700 cm–1. If these hydrogen bonds are, however, screened by extended groups so that they can no longer interact strongly with their environment then instead of the continua only bands are observed. This fact confirms that the i.r. continua are caused by the various interaction effects of the easily polarizable hydrogen bonds with their environment.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
More From: Journal of the Chemical Society, Faraday Transactions 2
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.