Enolate_alpha_center_model.svg
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The factual accuracy of this chemistry-related file is disputed.
The dispute is about: In each of the four transition states, there are pentavalent carbon atoms - some of the bonds to these atoms should be dashed instead of solid. Oxygen atoms from the aldehydes should indicate some kind of coordination to the metal - again dashed lines would be appropriate ( Please discuss here ) Usage: {{ disputed chem | reason }}
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Deutsch ∙ English ∙ +/− |
Description Enolate alpha center model.svg |
English:
model for aldol reaction, alpha stereocenter on enolate
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Date | |||||
Source | Own work | ||||
Author | Krishnavedala | ||||
Permission
( Reusing this file ) |
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LaTeX source code |
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\documentclass[12pt,border=1pt,crop,multi=false,tikz,class=scrartcl]{standalone}
\usepackage[T1]{fontenc}
\usepackage[utf8]{inputenc}
\usepackage{chemfig,chemmacros}
\usepackage{lmodern}
\usetikzlibrary{decorations.pathmorphing}
\chemsetup[chemformula]{font-shape=sf,format=\sffamily}
\renewcommand*{\familydefault}{\sfdefault}
\renewcommand*\printatom[1]{\ensuremath{\mathsf{#1}}}
\setatomsep{1.5em}
\setdoublesep{.6ex}
\setarrowdefault{,1.2,thick}
\setbondstyle{thick}
%\setarrowlabelsep{1em}
\makeatletter
\begin{document}
\definesubmol\nobond{-[,0.25,,,draw=none]}
%\schemedebug{true}
\schemestart[][west]
\chemname{\chemfig{R_{L}-[:-30](<:[6]R_{M})-[:30](-[2]OM)=^[:-30]-[:30,,,,red]\color{red}{Me}}}{\Z-enolate}
\arrow{->[\ch{RCHO}]}
\chemleft[\chemname{\chemfig{L_{n}M-[:10]O-[:-10](-[6](<:[:10]R_{M})(<[:-60]R_{L})-[:-150]H)=^[:60](-[2,,,,red]\color{red}{Me})(-[:-30]H)-[:-170](-[:60]R)-[:170]O?}}{favored}\chemright]
\arrow{0}[,0]
\chemleft[\chemname{\chemfig{L_{n}M-[:10]O-[:-10](-[6](<:[:10]R_{L})(<[:-60]R_{M})-[:-150]H)=^[:60](-[2,,,,red]\color{red}{Me})(-[:-30]H)-[:-170](-[:60]R)-[:170]O?}}{unfavored}\chemright]
\arrow
\chemfig{R_{L}-[:-30](<:[6]@{a1}R_{M})-[:30](=[2]O)-[:-30](<:[6,,,,red]@{a2}\color{red}{Me}(-[6,,,,,draw=none]{\scriptstyle 1,3-\syn}))-[:30](<:[2]OH)-[:-30]R}
\arrow(@c1.south east--.north east){0}[-90,.75]
\chemname{\chemfig{R_{L}-[:-30](<:[6]R_{M})-[:30](-[2]OM)=_[:-30]-[6,,,,red]\color{red}{Me}}}{\E-enolate}
\arrow{->[\ch{RCHO}]}
\chemleft[\chemname{\chemfig{L_{n}M-[:10]O-[:-10](-[6](<:[:10]H)(<[:-60]R_{L})-[:-150]R_{M})=^[:60](-[:-30,,,,red]\color{red}{Me})(-[2]H)-[:-170](-[:60]R)-[:170]O?}}{favored}\chemright]
\arrow{0}[,0]
\chemleft[\chemname{\chemfig{L_{n}M-[:10]O-[:-10](-[6](<:[:10]@{aa1}H)(<[:-60]R_{M})-[:-150]R_{L})=^[:60](-[:-30,,,,red]@{aa2}\color{red}{Me})(-[2]H)-[:-170](-[:60]R)-[:170]O?}}{unfavored}\chemright]
\arrow
\chemfig{R_{L}-[:-30](<:[6]@{b1}R_{M})-[:30](=[2]O)-[:-30](<:[6,,,,red]@{b2}\color{red}{Me}(-[6,,,,,draw=none]{\scriptstyle 1,3-\syn}))-[:30](<[2]OH)-[:-30]R}
\arrow(@c7--){0}[-25,.25]\parbox{2cm}{\scriptsize\centering A(1,3)\\minimized}
\chemmove[-]{
\draw (a1) .. controls +(south:8mm) and +(south:8mm) .. (a2);
\draw (aa1) .. controls +(east:8mm) and +(south east:8mm) .. (aa2) node[pos=.3] (n1){};
\draw (b1) .. controls +(south:8mm) and +(south:8mm) .. (b2);
%\draw (n2) -- (n1);
}
\arrow(@c9--@n1)[,,,thin,shorten <=-10pt, shorten >=-10pt]
\schemestop
\end{document}
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Five bonds to the carbon atom