TY - JOUR
T1 - Insights into Proton Dynamics in a Photofunctional Salt-Cocrystal Continuum
T2 - Single-Crystal X-ray, Neutron Diffraction, and Hirshfeld Atom Refinement
AU - Yano, Yoshio
AU - Ono, Toshikazu
AU - Ohhara, Takashi
AU - Hisaeda, Yoshio
N1 - Funding Information:
This work was supported by JSPS KAKENHI grants no. JP17H04875, JP16H06514, JP20H04675, JP20K21212, and JP21J11055. The single‐crystal neutron diffraction measurements were performed with the general‐use program 2020A0260 of J‐PARC. We gratefully acknowledge the support of the Toyota Riken Scholar Program, as well as Prof. Nobuo Kimizuka and Dr. Joseph K.‐H. Hui for the use of the X‐ray apparatus.
Publisher Copyright:
© 2021 Wiley-VCH GmbH
PY - 2021
Y1 - 2021
N2 - X-ray diffraction, neutron diffraction, and theoretical calculations were used to investigate the relationship between the optical properties and degree of protonation in acid-base complexes. We prepared five acid-base complexes by using a pyridine-modified pyrrolopyrrole derivative and salicylic acid. Two of the prepared acid-base complexes were polymorphs of guest-free crystals with green emission; the other three were guest-inclusion crystals with yellow emission containing CH2Cl2, CH2Br2, or C2H4Cl2. The presence or absence of guests caused the emission to change color, altering the hydrogen bond strength between the acid-base complexes. Accurate N⋅⋅⋅H distances between the pyridyl moiety and the carboxy group over the temperature range 123 to 273 K were 1.40 Å for the guest-free crystals and 1.25 Å for the guest-inclusion crystals. Our findings contribute to a better understanding of the complex relationship between photofunction and proton dynamics in acid-base complexes.
AB - X-ray diffraction, neutron diffraction, and theoretical calculations were used to investigate the relationship between the optical properties and degree of protonation in acid-base complexes. We prepared five acid-base complexes by using a pyridine-modified pyrrolopyrrole derivative and salicylic acid. Two of the prepared acid-base complexes were polymorphs of guest-free crystals with green emission; the other three were guest-inclusion crystals with yellow emission containing CH2Cl2, CH2Br2, or C2H4Cl2. The presence or absence of guests caused the emission to change color, altering the hydrogen bond strength between the acid-base complexes. Accurate N⋅⋅⋅H distances between the pyridyl moiety and the carboxy group over the temperature range 123 to 273 K were 1.40 Å for the guest-free crystals and 1.25 Å for the guest-inclusion crystals. Our findings contribute to a better understanding of the complex relationship between photofunction and proton dynamics in acid-base complexes.
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U2 - 10.1002/chem.202103044
DO - 10.1002/chem.202103044
M3 - Article
C2 - 34751473
AN - SCOPUS:85120406705
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
ER -