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Intramolecular Halogen Bonding in Solution: 15 N, 13 C, and 19 F NMR Studies of Temperature and Solvent Effects (Eur. J. Org. Chem. 8/2015)
Author(s) -
Thorson Rachel A.,
Woller Garrett R.,
Driscoll Zakarias L.,
Geiger Brooke E.,
Moss Crystal A.,
Schlapper Ashley L.,
Speetzen Erin D.,
Bosch Eric,
Erdélyi Máté,
Bowling Nathan P.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201590018
Subject(s) - chemistry , halogen bond , intramolecular force , halogen , solvent , acceptor , chemical shift , cover (algebra) , crystallography , computational chemistry , stereochemistry , organic chemistry , alkyl , mechanical engineering , physics , engineering , condensed matter physics
The cover picture shows two triangular structures capable of intramolecular halogen bonding. By holding halogen bond donor and acceptor groups in close proximity, the rigid arylethynyl backbone eliminates the entropic challenges typically associated with the study of halogen bonding in solution. By using this template, the effects of halogen bonding on 13 C, 15 N and 19 F NMR chemical shifts could be studied in dilute solutions with a variety of solvents and a range of temperatures. The results are supported by comparisons to eight model compounds and by computational predictions at the B3LYP/6‐311+G(2d,p) level of theory. Details are discussed in the article by N. P. Bowling et al. on 1685 ff . The authors are grateful to Julie A. Sittler, MFA Graphic Design, for her contribution of the cover graphic.