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Self-Complementary Dimers of Oxalamide-Functionalized Resorcinarene Tetrabenzoxazines

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Dzolic, Z., Beyeh, N. K., Cetina, M., Turunen, L., & Rissanen, K. (2018). Self-Complementary Dimers of Oxalamide-Functionalized Resorcinarene Tetrabenzoxazines. Chemistry: An Asian Journal, 13 (2), 164-169. doi:10.1002/asia.201701426
Published in
Chemistry: An Asian Journal
Authors
Dzolic, Zoran |
Beyeh, Ngong Kodiah |
Cetina, Mario |
Turunen, Lotta |
Rissanen, Kari
Date
2018
Discipline
Orgaaninen kemia
Copyright
© 2018 Wiley-VCH Verlag GmbH & Co. This is a final draft version of an article whose final and definitive form has been published by Wiley. Published in this repository with the kind permission of the publisher.

 
Self-complementarity is a useful concept in supramolecular chemistry, molecular biology and polymeric systems. Two resorcinarene tetrabenzoxazines decorated with four oxalamide groups are synthesized and characterized. The oxalamide groups possessed self-complementary hydrogen bonding sites between the carbonyls and amide groups. The self-complementary nature of the oxalamide groups resulted in self-included dimeric assemblies. The hydrogen bonding interactions within the tetrabenzoxazines give rise to the formation of dimers, which are confirmed by single crystal Xray diffractions analysis and supported by NMR spectroscopy and mass spectrometry. The self-included dimers are connected by numerous and strong intermolecular N-H···O and C-H···O hydrogen bonds supplemented with C-H···p interactions, forming one-dimensional polymers, which are then further linked into threedimensional networks.
Publisher
Wiley-VCH Verlag
ISSN Search the Publication Forum
1861-4728
Keywords
oligomeeri karbonyylit amidit spektroskopia massaspektrometria vety oligomer carbonyls amides spectroscopy mass spectrometry hydrogen bonds dimers resorcinarenes self-complementarity
DOI
10.1002/asia.201701426
URI

http://urn.fi/URN:NBN:fi:jyu-201801181265

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