N-Heterocyclic Molecules as Potential Liquid Organic Hydrogen Carriers: Reaction Routes and Dehydrogenation Efficacy
, Danil M. Shivtsov 1, Anton P. Koskin 1,*, Igor P. Koskin 2, Roman G. Kukushkin 1, Petr M. Yeletsky 1,* and Vadim A. Yakovlev 1
Round 1
Reviewer 1 Report
The manuscript deals with the production of H2 by dehydrogenation of N-heterocyclic molecule. This work is very interesting and is carried out in a rigorous way going from organic synthesis to catalysis while awaiting DFT calculations. I did not find any weak point in this manuscript which deserves to be published as is.
Author Response
Dear reviewer, the authors thank you for work and interest to the manuscript.
Reviewer 2 Report
The authors of N-Heterocyclic molecules as potential liquid organic hydrogen carriers: reaction routes and dehydrogenation efficacy, nicely described the synthesis of study of dehydrogenation of 1-methyl-octahydroindole (8HMI), tetradecahydro- 422 phenazine (14HP), and decahydroquinoline (10HQ) over Pd/Al2O3 and Pd/C catalysts. Computational study shows that the dehydrogenation is slowest due to steric constraints, making aromatic dehydrogenation a preferential reaction pathway. 1-methyl-octahydroindole is the most energetically preferential in the field of hydrogen storage from the studied heterocyclic compounds. I recommend the manuscript to be published in a given format, However authors have to check the grammatical mistakes. For example in the last sentence of the abstract there is repetition of is the (8HMI is the is the most energetically preferential in the field of hydrogen storage from the studied heterocyclic compounds.)Author Response
The authors of N-Heterocyclic molecules as potential liquid organic hydrogen carriers: reaction routes and dehydrogenation efficacy, nicely described the synthesis of study of dehydrogenation of 1-methyl-octahydroindole (8HMI), tetradecahydro- 422 phenazine (14HP), and decahydroquinoline (10HQ) over Pd/Al2O3 and Pd/C catalysts. Computational study shows that the dehydrogenation is slowest due to steric constraints, making aromatic dehydrogenation a preferential reaction pathway. 1-methyl-octahydroindole is the most energetically preferential in the field of hydrogen storage from the studied heterocyclic compounds. I recommend the manuscript to be published in a given format, However authors have to check the grammatical mistakes. For example in the last sentence of the abstract there is repetition of is the (8HMI is the is the most energetically preferential in the field of hydrogen storage from the studied heterocyclic compounds.)
Response: Thank you for your comment. The grammar of the manuscript was additionally carried out, all corrections were marked by yellow.
Reviewer 3 Report
The need of the hour is to develop new LOHC which can produce high purity of hydrogen during the dehydrogenation process and in this manuscript, the authors have described the dehydrogenation of 1-methyl-octahydroindole (8HMI), tetradecahydro-422 phenazine (14HP), and decahydroquinoline (10HQ) in presence of Pd/Al2O3 and Pd/C catalysts. Since the dehydrogenation of these substrates is already reported in the literature, the authors have just modified the dehydrogenation catalyst to achieve a more efficient process and supported the experimental findings with computational calculations. The development of efficient methods to extract more hydrogen from the hydrogenated substrate is also an area of immense interest and the authors have done a good job. Therefore, the present work will attract the attention of a broad range of audiences throughout the chemical community interested in LOHC development. The experimental work has been competently performed with a high scientific standard, and the results have been scholarly presented. Therefore, I recommend the publication of this work in catalysts in its current form pending these minor points:
1. The geometry coordinated of all optimized compounds should be added to the supporting information.
2. In the figure caption of figure 3, Pd-Y-A2O3 should be replaced with Pd-Y-Al2O3.
Author Response
1. The geometry coordinated of all optimized compounds should be added to the supporting information.
Response: the Supplementary Materials were complemented by Table S1 - Table S14 with the required data.
2. In the figure caption of figure 3, Pd-Y-A2O3 should be replaced with Pd-Y-Al2O3.
Response: the caption was correscted accordingly.
