Synthesis of 2-Ureido-4-ferrocenyl Pyrimidine Guests. Investigation of Complementary Molecular Recognition of 2,6-Diaminopyridine

Csaba Fehér; Maté Papp; Ágnes Gömöry; Lajos Nagy; Johan Wouters; Gyorgy Lendvay; Rita Skoda-Földes

doi:10.1021/acs.organomet.6b00586

Synthesis of 2-Ureido-4-ferrocenyl Pyrimidine Guests. Investigation of Complementary Molecular Recognition of 2,6-Diaminopyridine

Csaba Fehér, Maté Papp, Ágnes Gömöry, Lajos Nagy, Johan Wouters, Gyorgy Lendvay, Rita Skoda-Földes

Unite de recherche en chimie physique, theorique et structurale

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

2 Téléchargements (Pure)

Résumé

Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen bond between a nitrogen atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor-donor-acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements. © 2016 American Chemical Society.

langue originale	Anglais
Pages (de - à)	4023-4032
Nombre de pages	10
journal	Organometallics
Volume	35
Numéro de publication	24
Les DOIs	https://doi.org/10.1021/acs.organomet.6b00586
Etat de la publication	Publié - 2016

Accès au document

10.1021/acs.organomet.6b00586

https://www.scopus.com/inward/record.uri?eid=2-s2.0-85008315364&doi=10.1021%2facs.organomet.6b00586&partnerID=40&md5=11f3f209e5258e5c5a5955b88718f3d4

Document sous embargo

acs%2Eorganomet%2E6b00586
Version finale publiée, 1,57 MB

CCDC 1483397: Experimental Crystal Structure Determination
Fehér, C. (Contributeur), Gömöry, Á. (Contributeur), Lendvay, G. (Contributeur), Nagy, L. (Contributeur), Papp, M. (Contributeur), Skoda-Földes, R. (Contributeur) & Wouters, J. (Contributeur), Cambridge Crystallographic Data Centre, 1 janv. 2017
DOI: 10.5517/ccdc.csd.cc1lsljh, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1lsljh&sid=DataCite
Ensemble de données

Contient cette citation

@article{510b676c98304c0891d5474493af36f6,

title = "Synthesis of 2-Ureido-4-ferrocenyl Pyrimidine Guests. Investigation of Complementary Molecular Recognition of 2,6-Diaminopyridine",

abstract = "Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen bond between a nitrogen atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor-donor-acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements. {\textcopyright} 2016 American Chemical Society.",

keywords = "Aromatic compounds, Nuclear magnetic resonance spectroscopy, Spectroscopic analysis, Urea, Bonding patterns, Donor acceptors, Electrochemical measurements, Intra-molecular hydrogen bonds, Pyrimidine ring, Reaction sequences, Spectroscopic data, Theoretical calculations, Hydrogen bonds",

author = "Csaba Feh{\'e}r and Mat{\'e} Papp and {\'A}gnes G{\"o}m{\"o}ry and Lajos Nagy and Johan Wouters and Gyorgy Lendvay and Rita Skoda-F{\"o}ldes",

note = "cited By 0",

year = "2016",

doi = "10.1021/acs.organomet.6b00586",

language = "English",

volume = "35",

pages = "4023--4032",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "24",

}

TY - JOUR

T1 - Synthesis of 2-Ureido-4-ferrocenyl Pyrimidine Guests. Investigation of Complementary Molecular Recognition of 2,6-Diaminopyridine

AU - Fehér, Csaba

AU - Papp, Maté

AU - Gömöry, Ágnes

AU - Nagy, Lajos

AU - Wouters, Johan

AU - Lendvay, Gyorgy

AU - Skoda-Földes, Rita

N1 - cited By 0

PY - 2016

Y1 - 2016

N2 - Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen bond between a nitrogen atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor-donor-acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements. © 2016 American Chemical Society.

AB - Novel 2-ureido-4-ferrocenylpyrimidines have been synthesized from iodoferrocene by a three-step reaction sequence. XRD analysis and spectroscopic data support the presence of an intramolecular hydrogen bond between a nitrogen atom of the pyrimidine ring and an NH group of the urea moiety. Both theoretical calculations and NMR investigations prove the existence of two isomeric forms in solution, both of which can form hydrogen bonds with an appropriate guest via an acceptor-donor-acceptor bonding pattern. Complexation with 2,6-diaminopyridine can be proved either by NMR spectroscopy or by electrochemical measurements. © 2016 American Chemical Society.

KW - Aromatic compounds

KW - Nuclear magnetic resonance spectroscopy

KW - Spectroscopic analysis

KW - Urea, Bonding patterns

KW - Donor acceptors

KW - Electrochemical measurements

KW - Intra-molecular hydrogen bonds

KW - Pyrimidine ring

KW - Reaction sequences

KW - Spectroscopic data

KW - Theoretical calculations, Hydrogen bonds

U2 - 10.1021/acs.organomet.6b00586

DO - 10.1021/acs.organomet.6b00586

M3 - Article

SN - 0276-7333

VL - 35

SP - 4023

EP - 4032

JO - Organometallics

JF - Organometallics

IS - 24

ER -

Synthesis of 2-Ureido-4-ferrocenyl Pyrimidine Guests. Investigation of Complementary Molecular Recognition of 2,6-Diaminopyridine

Résumé

Accès au document

Document sous embargo

Empreinte digitale

Ensembles de données

CCDC 1483397: Experimental Crystal Structure Determination

Contient cette citation