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Short Note
Peer-Review Record

3-[4-(2-Phenylethyl)piperazin-1-yl]-7H-benzo[de]anthracen-7-one

by Romans Fridmans 1, Aleksandrs Puckins 1, Sergejs Osipovs 1, Sergey Belyakov 2 and Elena Kirilova 1,*
Reviewer 1:
Submission received: 2 March 2023 / Revised: 17 March 2023 / Accepted: 20 March 2023 / Published: 23 March 2023
(This article belongs to the Section Organic Synthesis)

Round 1

Reviewer 1 Report

The authors report their work on synthesis, X-ray analysis, spectroscopic properties of 3-[4-(2-phenylethyl)piperazin-1-yl]-7H-benzo[de]anthracen-7-one.

Many 3-substituted 7H-benzo[de]anthracen-7-one derivatives were prepared, and their spectroscopic properties were published by your group. The authors should cite the following papers: J. Phys. Chem. A 2003, 107, 9740; Z. Naturforsch. 2001, 56a, 291; Anal. Chim. Acta 1984, 160, 301; Indian J. Chem. 1971, 9, 1405. Since this manuscript is a short note, it is not necessary to explain the detailed comparison with the previous reports. What is difference between a purpose and results of this study and those of these studies? Comments should be made on the difference in the range of fluorescence color change depending on the polarity of the solvent between 2 and the compounds in the previous report. The paper provides interesting data but it still needs a considerable revision to be acceptable for Molbank.

Minor issues:

Line 1: 7H -> 7H (H should be italic letter, lines10, 52, 175, 176,181-183, and Title in SI, too).

Line 9: dye - -> remove! (If there is such a mistake at the beginning, I doubt whether this paper is OK.)

Line 10: [de] -> [de] (“de” should be italic letters, lines 52,175, 176,181-183, too).

Line 42: Syhtnesis -> Synthesis

Line 103: 3-(N′-phenyl)-piperazino and 3-(N′-3-chlorophenyl)-piperazino -> 3-(N′-phenyl)piperazino and 3-(N′-3-chlorophenyl)piperazino

Line 105: hipsochromically -> hypsochromically

Lines 114~116: There are 7 bottles in Figure 3, but there are 8 solvents. One sample bottle is missing in the Figure 3. In addition, Figure S2 in SI showed the absorption and emission spectra in 7 solvents, there is no spectra in hexane. The left sample in Figure 3 is probably hexane. There is no correlation between the two Figures.

Line 178: of of -> remove “of”

Line 198: molecules, -> molecules.

Line 206: Kirilova, J. -> Kirilova, E. ?

Line 210: viscose fabric, J. Photochem. Photobiol. A. -> viscose fabric. J. Photochem. Photobiol. A

Line 212: M. M. -> M.M.

Line 217: E. M; Meirovics, I. A; Belyakov, S. V. -> E.M; Meirovics, I.A; Belyakov, S.V.

Line 224: B. M.; Bolotin, B. M. -> B.M.; Bolotin, B.M.

Line 227: M. V.; Belov, V. N.; Hell, S. W. -> M.V.; Belov, V.N.; Hell, S.W.

Line 228: Appl -> Appl.

Line 229: J. V.; Chenoweth, D. M.; Petersson, E. J. -> J.V.; Chenoweth, D.M.; Petersson, E.J.

 

Author Response

Point 1:  The authors report their work on synthesis, X-ray analysis, spectroscopic properties of 3-[4-(2-phenylethyl)piperazin-1-yl]-7H-benzo[de]anthracen-7-one.

Many 3-substituted 7H-benzo[de]anthracen-7-one derivatives were prepared, and their spectroscopic properties were published by your group. The authors should cite the following papers: J. Phys. Chem. A 2003, 107, 9740; Z. Naturforsch. 2001, 56a, 291; Anal. Chim. Acta 1984, 160, 301; Indian J. Chem. 1971, 9, 1405. Since this manuscript is a short note, it is not necessary to explain the detailed comparison with the previous reports. What is difference between a purpose and results of this study and those of these studies? Comments should be made on the difference in the range of fluorescence color change depending on the polarity of the solvent between 2 and the compounds in the previous report.

Response 1: Thank you so much for taking the time to review our manuscript. We really appreciate your inspiring and thoughtful comments. Thanks to your suggestion, we supplemented the spectroscopic part of the article with a comparison with literature data for similar compounds (Lines 107-120, 128-129), including the mentioned articles in the list of references (Lines 244-250).

Point 2:  Minor issues: Line 1: 7H -> 7H (H should be italic letter, lines10, 52, 175, 176,181-183, and Title in SI, too).

Response 2: The text and supplementary file were corrected.

Point 3:  Line 9: dye - -> remove! (If there is such a mistake at the beginning, I doubt whether this paper is OK.)

Response 3: We would like to thank you for careful and thorough reading of this manuscript. The abstract was corrected.

Point 4:  Line 10: [de] -> [de] (“de” should be italic letters, lines 52,175, 176,181-183, too).

Response 4: The text and supplementary file were corrected.

Point 5:  Line 42: Syhtnesis -> Synthesis

Response 5: The text was corrected.

Point 6:  Line 103: 3-(N′-phenyl)-piperazino and 3-(N′-3-chlorophenyl)-piperazino -> 3-(N′-phenyl)piperazino and 3-(N′-3-chlorophenyl)piperazino

Response 6: The names were corrected.

Point 7:  Line 105: hipsochromically -> hypsochromically

Response 7: The text was corrected.

Point 8:  Lines 114~116: There are 7 bottles in Figure 3, but there are 8 solvents. One sample bottle is missing in the Figure 3. In addition, Figure S2 in SI showed the absorption and emission spectra in 7 solvents, there is no spectra in hexane. The left sample in Figure 3 is probably hexane. There is no correlation between the two Figures.

Response 8: Figure S2 and Figure 3 have been completed and replaced.

 

Point 9:  Line 178: of of -> remove “of”

Line 198: molecules, -> molecules.

Line 206: Kirilova, J. -> Kirilova, E. ?

Line 210: viscose fabric, J. Photochem. Photobiol. A. -> viscose fabric. J. Photochem. Photobiol. A

Line 212: M. M. -> M.M.

Line 217: E. M; Meirovics, I. A; Belyakov, S. V. -> E.M; Meirovics, I.A; Belyakov, S.V.

Line 224: B. M.; Bolotin, B. M. -> B.M.; Bolotin, B.M.

Line 227: M. V.; Belov, V. N.; Hell, S. W. -> M.V.; Belov, V.N.; Hell, S.W.

Line 228: Appl -> Appl.

Line 229: J. V.; Chenoweth, D. M.; Petersson, E. J. -> J.V.; Chenoweth, D.M.; Petersson, E.J.

Response 9: Everything mentioned has been corrected. Many thanks to the reviewer for the rigorous work.

Author Response File: Author Response.docx

Round 2

Reviewer 1 Report

This revised manuscript has been corrected for points pointed out by Reviewer 1. I would recommend it for acceptance after the minor points listed as the follows:

Line 229, J. Photochem. Photobiol. -> italic letters

Line 244, B. M. -> B.M.

Line 245, J. Phys. Chem. -> J. Phys. Chem. A

Line 246, Stoyanov -> Stoyanov,

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