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@ARTICLE{Gertig:904185,
author = {Gertig, Christoph and Erdkamp, Eric and Ernst, Andreas and
Hemprich, Carl and Kröger, Leif C. and Langanke, Jens and
Bardow, André and Leonhard, Kai},
title = {{R}eaction {M}echanisms and {R}ate {C}onstants of
{A}uto‐{C}atalytic {U}rethane {F}ormation and {C}leavage
{R}eactions},
journal = {ChemistryOpen},
volume = {10},
number = {5},
issn = {2191-1355},
address = {Weinheim},
publisher = {Wiley-VCH-Verl.},
reportid = {FZJ-2021-05755},
pages = {534 - 544},
year = {2021},
abstract = {The chemistry of urethanes plays a key role in important
industrial processes. Although catalysts are often used, the
study of the reactions without added catalysts provides the
basis for a deeper understanding. For the non-catalytic
urethane formation and cleavage reactions, the dominating
reaction mechanism has long been debated. To our knowledge,
the reaction kinetics have not been predicted quantitatively
so far. Therefore, we report a new computational study of
urethane formation and cleavage reactions. To analyze
various potential reaction mechanisms and to predict the
reaction rate constants quantum chemistry and transition
state theory were employed. For validation, experimental
data from literature and from own experiments were used.
Quantitative agreement of experiments and predictions could
be demonstrated. The calculations confirm earlier
assumptions that urethane formation reactions proceed via
mechanisms where alcohol molecules act as auto-catalysts.
Our results show that it is essential to consider several
transition states corresponding to different reaction orders
to enable agreement with experimental observations. Urethane
cleavage seems to be catalyzed by an isourethane, leading to
an observed 2nd-order dependence of the reaction rate on the
urethane concentration. The results of our study support a
deeper understanding of the reactions as well as a better
description of reaction kinetics and will therefore help in
catalyst development and process optimization.},
cin = {IEK-10},
ddc = {540},
cid = {I:(DE-Juel1)IEK-10-20170217},
pnm = {899 - ohne Topic (POF4-899)},
pid = {G:(DE-HGF)POF4-899},
typ = {PUB:(DE-HGF)16},
pubmed = {pmid:33656808},
UT = {WOS:000624635500001},
doi = {10.1002/open.202000150},
url = {https://juser.fz-juelich.de/record/904185},
}