N,N-Bis(4′-(hexyloxy)-[1,1′-biphenyl]-4-yl)thiophen-2-amine

Round 1

Reviewer 1 Report

In this contribution the authors describe the synthesis and characterization of N,N-Bis(4'-(hexyloxy)-[1,1'-biphenyl]-4-yl)thiophen-2-amine. This compound, obtained by a Buchward-Hartwig palladium catalyzed coupling reaction has potential application as building block for the synthesis of materials with application in the field of optoelectronic. This short note is globally well written and does not present any major scientific deficiency. I therefore support its publication provided the following points are corrected:

1- l 30-31 It is stated that "... it is expected that the use of biphenyl groups instead of phenyl groups will lead to extension of π-conjugation..." This wrong because when this fragment is used as electron-donating group in push-pull structure the connection with the electron-withdrawing group is done on the thiophene part. The biphenyl fragments do not increase pi-conjugation. The ref 8 is not adapted here to justify the interest of biphenyl fragments. This part should be rewritten.

2- l38: one word is missing: Buchwald-Hartwig cross-coupling reaction of bis(4'-(hex-

3- In experimental part, please provide only the main IR bands and when ever possible attribute them.

4- l 87: the molar absorption coefficient provided for the absorption band at 267 nm seems wrong (17 M^-1 cm^-1) It appear particularly low and not coherent with the spectrum provided in ESI. For the molar absorption coefficient provided for the second band at 331 nm it is not reasonable to provide so many significant digits (did you weighted the compound to prepare the solution with 5 significant digits?)

5- In ESI fig S6: Idealy the y-axis should represent the molar absorption coefficient. If not it should be absorbance (instead of absorption intensity) without any unit (please remove a.u.)

6- Is this compound luminescent? If so and if the authors are equipe to measure it I would suggest to add the description of emission properties in the manuscript.

Author Response

Reviewer 1

The authors are grateful to the reviewer for a kind and highly professional review.

Point 1.

l 30-31 It is stated that "... it is expected that the use of biphenyl groups instead of phenyl groups will lead to extension of π-conjugation..." This wrong because when this fragment is used as electron-donating group in push-pull structure the connection with the electron-withdrawing group is done on the thiophene part. The biphenyl fragments do not increase pi-conjugation. The ref 8 is not adapted here to justify the interest of biphenyl fragments. This part should be rewritten.

Response from authors.

The sentence was corrected as requested by Reviewer. The necessary references were added.

Point 2.

l38: one word is missing: Buchwald-Hartwig cross-coupling reaction of bis(4'-(hex-

Response from authors.

Corrected as requested by Reviewer.

Point 3.

In experimental part, please provide only the main IR bands and when ever possible attribute them.

Response from authors.

Corrected as requested by Reviewer.

Point 4.

l 87: the molar absorption coefficient provided for the absorption band at 267 nm seems wrong (17 M^-1 cm^-1) It appear particularly low and not coherent with the spectrum provided in ESI. For the molar absorption coefficient provided for the second band at 331 nm it is not reasonable to provide so many significant digits (did you weighted the compound to prepare the solution with 5 significant digits?)

Response from authors.

Corrected as requested by Reviewer. The necessary sentence was added to the experimental part.

Point 5.

In ESI fig S6: Idealy the y-axis should represent the molar absorption coefficient. If not it should be absorbance (instead of absorption intensity) without any unit (please remove a.u.)

Response from authors.

Corrected as requested by Reviewer.

Point 6.

Is this compound luminescent? If so and if the authors are equipe to measure it I would suggest to add the description of emission properties in the manuscript.

Response from authors.

The substance is non-luminescent.