Synthesis, molecular structure and vibrational spectra of 1,3-bis(1-adamantyl)-2-phenylpropan-1,3-diones

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F70883521%3A28140%2F15%3A43873054" target="_blank" >RIV/70883521:28140/15:43873054 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/70883521:28610/15:43873054 RIV/70883521:28110/15:43873054 RIV/00216224:14310/15:00112209

Výsledek na webu

<a href="http://www.sciencedirect.com/science/article/pii/S0022286014012800" target="_blank" >http://www.sciencedirect.com/science/article/pii/S0022286014012800</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.molstruc.2014.12.074" target="_blank" >10.1016/j.molstruc.2014.12.074</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Synthesis, molecular structure and vibrational spectra of 1,3-bis(1-adamantyl)-2-phenylpropan-1,3-diones

Popis výsledku v původním jazyce

The interest in the oxo-enol tautomerism of 1,3-dioxo compounds is justified by their usefulness in many synthetic fields. A series of new 1,3-bis(1-adamantyl)propan-1,3-diones with a variably substituted phenyl ring at the C2 position was prepared either by the reaction of an appropriate Grignard reagent with adamatane-1-carbonyl chloride or by SEAr on the unsubstituted 1,3-bis(1-adamantyl)-2-phenylpropan-1,3-dione. In addition to the single crystal X-ray diffraction analysis of three of the prepared compounds, the experimental 1H and 13C NMR, IR and Raman spectroscopic data were assigned and compared to those obtained by DFT computations. In the solid state, the syn-dioxo forms were exclusively observed, which are shown to also predominate in CHCl3 solutions. The analysis of the Hirshfeld surface revealed that HMIDLINE HORIZONTAL ELLIPSISH and OMIDLINE HORIZONTAL ELLIPSISH contacts dominate the intermolecular interactions in the solid state, whereas ?MIDLINE HORIZONTAL ELLIPSIS? stac

Název v anglickém jazyce

Synthesis, molecular structure and vibrational spectra of 1,3-bis(1-adamantyl)-2-phenylpropan-1,3-diones

Popis výsledku anglicky

The interest in the oxo-enol tautomerism of 1,3-dioxo compounds is justified by their usefulness in many synthetic fields. A series of new 1,3-bis(1-adamantyl)propan-1,3-diones with a variably substituted phenyl ring at the C2 position was prepared either by the reaction of an appropriate Grignard reagent with adamatane-1-carbonyl chloride or by SEAr on the unsubstituted 1,3-bis(1-adamantyl)-2-phenylpropan-1,3-dione. In addition to the single crystal X-ray diffraction analysis of three of the prepared compounds, the experimental 1H and 13C NMR, IR and Raman spectroscopic data were assigned and compared to those obtained by DFT computations. In the solid state, the syn-dioxo forms were exclusively observed, which are shown to also predominate in CHCl3 solutions. The analysis of the Hirshfeld surface revealed that HMIDLINE HORIZONTAL ELLIPSISH and OMIDLINE HORIZONTAL ELLIPSISH contacts dominate the intermolecular interactions in the solid state, whereas ?MIDLINE HORIZONTAL ELLIPSIS? stac

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CD - Makromolekulární chemie

OECD FORD obor

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Projekt

—

Návaznosti

S - Specificky vyzkum na vysokych skolach

Rok uplatnění

2015

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Molecular Structure

ISSN

0022-2860

e-ISSN

—

Svazek periodika

1085

Číslo periodika v rámci svazku

Neuveden

Stát vydavatele periodika

NL - Nizozemsko

Počet stran výsledku

8

Strana od-do

207-214

Kód UT WoS článku

000350075100025

EID výsledku v databázi Scopus

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