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@ARTICLE{Moreno:454845,
author = {Moreno, María Mar Quesada and Pinacho Morante, Pablo and
Perez Cuadrado, Cristobal and Sekutor, Marina and Schreiner,
Peter R. and Schnell, Melanie},
title = {{D}o docking sites persist upon fluorination? {T}he
didamantyl ether-aromatics challenge for rotational
spectroscopy and theory},
journal = {Chemistry - a European journal},
volume = {27},
number = {20},
issn = {0947-6539},
address = {Weinheim},
publisher = {Wiley-VCH},
reportid = {PUBDB-2021-00778},
pages = {6198 - 6203},
year = {2021},
note = {Onlinefirst},
abstract = {Fluorinated derivatives of biological molecules have proved
to be highly efficient at modifying the biological activity
of a given protein through changes in the stability and the
kind of docking interactions. These interactions can be
hindered or facilitated based on the hydrophilic/hydrophobic
character of a particular protein region. Diadamantyl ether
(C$_{20}$H$_{30}$O) possesses both kinds of docking sites,
serving as a good template to model these important contacts
with aromatic fluorinated counterparts. We report here an
experimental study on the structures of several complexes
between diadamantyl ether and benzene as well as a series of
fluorinated benzenes to analyze the effect of H → F
substitution on the interaction and structure of the
resulting molecular clusters using rotational spectroscopy.
All experimentally observed complexes are largely dominated
by London dispersion interactions with the
hydrogen‐terminated surface areas of diadamantyl ether.
Already single substitution of one hydrogen atom with
fluorine changes the preferred docking site of the
complexes. However, the overall contributions of the
different intermolecular interactions are similar for the
different complexes, contrary to previous studies focusing
on the difference in interactions using fluorinated and
non‐fluorinated molecules.},
cin = {FS-SMP / CFEL-SDCCM},
ddc = {540},
cid = {I:(DE-H253)FS-SMP-20171124 /
I:(DE-H253)CFEL-SDCCM-20160915},
pnm = {631 - Matter – Dynamics, Mechanisms and Control
(POF4-631) / DFG project 271359857 - Intra- und
untermolekulare Dispersionskräfte: Beiträge zum
Verständnis von Komplexbildung, Aggregation und dem Effekt
der Solvatisierung mit Hilfe eines bottom-up Ansatzes
(271359857)},
pid = {G:(DE-HGF)POF4-631 / G:(GEPRIS)271359857},
experiment = {EXP:(DE-MLZ)NOSPEC-20140101},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:33512017},
UT = {WOS:000625419000001},
doi = {10.1002/chem.202100078},
url = {https://bib-pubdb1.desy.de/record/454845},
}