Synthesis, IR-, NMR- and X-ray investigations on some novel N-hetaryl-dihydro-pyrazolyl ferrocenes. Study on ferrocenes, part 16

Veronika Kudar, Virág Zsoldos-Mády, Kálmán Simon, Antal Csámpai, Pál Sohár

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Cyclocondensation of 1-aryl-3-ferrocenyl-2-propen-1-ones (1) with hetaryl hydrazines resulted in N-hetaryl-3-aryl-5-ferrocenyl pyrazolines (3, 4). The analogous 3-aryl-1-ferrocenyl-2-propen-1-ones (5) gave the isomeric N-hetaryl-5-aryl-3-ferrocenyl-pyrazolines (6, 10), but in lower yield. The reaction of aryl-chalcones (7) with 4-hydrazino-phthalazinone led to 3,5-bis-aryl-N-hetaryl-pyrazolines (8) or to the corresponding ene-hydrazones (9). The structure of the new compounds was established by IR, 1H and 13C NMR spectroscopy, including DNOE, HMQC, HMBC and DEPT methods. For compounds 1b, 3b and 8b the stereo structure was elucidated also by X-ray diffraction.

Original languageEnglish
Pages (from-to)4018-4026
Number of pages9
JournalJournal of Organometallic Chemistry
Volume690
Issue number17
DOIs
Publication statusPublished - Sep 1 2005

Fingerprint

Hydrazines
Chalcones
ferrocenes
Hydrazones
hydrazones
Hydrazine
hydrazines
X-Ray Diffraction
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
X-Rays
X ray diffraction
X rays
nuclear magnetic resonance
synthesis
diffraction
spectroscopy
x rays
vitamin B 12 factor III

Keywords

  • Enones
  • Ferrocenes
  • Hydrazones
  • NMR and X-ray
  • Pyrazolines
  • Structure by IR

ASJC Scopus subject areas

  • Chemical Engineering (miscellaneous)
  • Materials Science (miscellaneous)
  • Materials Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry
  • Biochemistry

Cite this

Synthesis, IR-, NMR- and X-ray investigations on some novel N-hetaryl-dihydro-pyrazolyl ferrocenes. Study on ferrocenes, part 16. / Kudar, Veronika; Zsoldos-Mády, Virág; Simon, Kálmán; Csámpai, Antal; Sohár, Pál.

In: Journal of Organometallic Chemistry, Vol. 690, No. 17, 01.09.2005, p. 4018-4026.

Research output: Contribution to journalArticle

@article{63f0b8a066034f6a941082acf5635ab7,
title = "Synthesis, IR-, NMR- and X-ray investigations on some novel N-hetaryl-dihydro-pyrazolyl ferrocenes. Study on ferrocenes, part 16",
abstract = "Cyclocondensation of 1-aryl-3-ferrocenyl-2-propen-1-ones (1) with hetaryl hydrazines resulted in N-hetaryl-3-aryl-5-ferrocenyl pyrazolines (3, 4). The analogous 3-aryl-1-ferrocenyl-2-propen-1-ones (5) gave the isomeric N-hetaryl-5-aryl-3-ferrocenyl-pyrazolines (6, 10), but in lower yield. The reaction of aryl-chalcones (7) with 4-hydrazino-phthalazinone led to 3,5-bis-aryl-N-hetaryl-pyrazolines (8) or to the corresponding ene-hydrazones (9). The structure of the new compounds was established by IR, 1H and 13C NMR spectroscopy, including DNOE, HMQC, HMBC and DEPT methods. For compounds 1b, 3b and 8b the stereo structure was elucidated also by X-ray diffraction.",
keywords = "Enones, Ferrocenes, Hydrazones, NMR and X-ray, Pyrazolines, Structure by IR",
author = "Veronika Kudar and Vir{\'a}g Zsoldos-M{\'a}dy and K{\'a}lm{\'a}n Simon and Antal Cs{\'a}mpai and P{\'a}l Soh{\'a}r",
year = "2005",
month = "9",
day = "1",
doi = "10.1016/j.jorganchem.2005.05.045",
language = "English",
volume = "690",
pages = "4018--4026",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "17",

}

TY - JOUR

T1 - Synthesis, IR-, NMR- and X-ray investigations on some novel N-hetaryl-dihydro-pyrazolyl ferrocenes. Study on ferrocenes, part 16

AU - Kudar, Veronika

AU - Zsoldos-Mády, Virág

AU - Simon, Kálmán

AU - Csámpai, Antal

AU - Sohár, Pál

PY - 2005/9/1

Y1 - 2005/9/1

N2 - Cyclocondensation of 1-aryl-3-ferrocenyl-2-propen-1-ones (1) with hetaryl hydrazines resulted in N-hetaryl-3-aryl-5-ferrocenyl pyrazolines (3, 4). The analogous 3-aryl-1-ferrocenyl-2-propen-1-ones (5) gave the isomeric N-hetaryl-5-aryl-3-ferrocenyl-pyrazolines (6, 10), but in lower yield. The reaction of aryl-chalcones (7) with 4-hydrazino-phthalazinone led to 3,5-bis-aryl-N-hetaryl-pyrazolines (8) or to the corresponding ene-hydrazones (9). The structure of the new compounds was established by IR, 1H and 13C NMR spectroscopy, including DNOE, HMQC, HMBC and DEPT methods. For compounds 1b, 3b and 8b the stereo structure was elucidated also by X-ray diffraction.

AB - Cyclocondensation of 1-aryl-3-ferrocenyl-2-propen-1-ones (1) with hetaryl hydrazines resulted in N-hetaryl-3-aryl-5-ferrocenyl pyrazolines (3, 4). The analogous 3-aryl-1-ferrocenyl-2-propen-1-ones (5) gave the isomeric N-hetaryl-5-aryl-3-ferrocenyl-pyrazolines (6, 10), but in lower yield. The reaction of aryl-chalcones (7) with 4-hydrazino-phthalazinone led to 3,5-bis-aryl-N-hetaryl-pyrazolines (8) or to the corresponding ene-hydrazones (9). The structure of the new compounds was established by IR, 1H and 13C NMR spectroscopy, including DNOE, HMQC, HMBC and DEPT methods. For compounds 1b, 3b and 8b the stereo structure was elucidated also by X-ray diffraction.

KW - Enones

KW - Ferrocenes

KW - Hydrazones

KW - NMR and X-ray

KW - Pyrazolines

KW - Structure by IR

UR - http://www.scopus.com/inward/record.url?scp=25444451127&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=25444451127&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2005.05.045

DO - 10.1016/j.jorganchem.2005.05.045

M3 - Article

AN - SCOPUS:25444451127

VL - 690

SP - 4018

EP - 4026

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 17

ER -