Detail publikace

Structure and Raman spectra of pyridyl substituted diketo-pyrrolo-pyrrole isomers and polymorphs

LUŇÁK, S. VYŇUCHAL, J. HORÁČKOVÁ, P. FRUMAROVÁ, B. ŽÁK, Z. KUČERÍK, J. SALYK, O.

Originální název

Typ

článek v časopise - ostatní, Jost

Jazyk

angličtina

Originální abstrakt

A complete series of symmetrical and unsymmetrical isomeric pairs of 4- and 2-pyridyl substituted diketo-pyrrolo-pyrroles was synthesized. Both polymorphs of 3,6-bis-(40-pyridyl)-2,5-dihydro-pyrrolo [3,4-c]pyrrole-1,4-dione were prepared. Asymmetrical 3-phenyl-6-pyridine-20-yl-2,5-dihydro-pyrrolo [3,4-c]pyrrole-1,4-dione was synthesized for the first time and X-ray structure of its monocrystal was determined. Density functional theory calculations of the ground state geometry were compared with experimental X-ray diffraction data. Theoretical Raman spectra enabled to assign the main peaks of the experimental ones for all four pyridyl DPP derivatives. Crucial spectral features, which reflect the molecular and crystal (H-bond invoked) asymmetry are C@O (pyrrolinone) stretching, NAH (pyrrolinone) bending and trigonal (hetero)aryl bending. Sublimation temperatures of 2-pyridyl derivatives are significantly lower than for 4-pyridyl derivatives, in which stronger in-plane NH(pyrrolinone) ACO(pyrrolinone) intermolecular H-bonding dominates.

Klíčová slova

Diketo-pyrrolo-pyrrole Density functional theory Raman spectra

Autoři

LUŇÁK, S.; VYŇUCHAL, J.; HORÁČKOVÁ, P.; FRUMAROVÁ, B.; ŽÁK, Z.; KUČERÍK, J.; SALYK, O.

Rok RIV

2010

Vydáno

21. 8. 2010

Nakladatel

Elsevier

ISSN

0022-2860

Periodikum

JOURNAL OF MOLECULAR STRUCTURE

Ročník

983

Číslo

1-3

Stát

Nizozemsko

Strany od

Strany do

Strany počet

BibTex

@article{BUT50530,
  author="Stanislav {Luňák} and Jan {Vyňuchal} and Pavlína {Horáčková} and Božena {Frumarová} and Zdirad {Žák} and Jiří {Kučerík} and Ota {Salyk}",
  title="Structure and Raman spectra of pyridyl substituted diketo-pyrrolo-pyrrole isomers and polymorphs",
  journal="JOURNAL OF MOLECULAR STRUCTURE",
  year="2010",
  volume="983",
  number="1-3",
  pages="39--47",
  issn="0022-2860"
}