File: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)

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Description

English: model for aldol reaction, alpha stereocenter on enolate

Date

13 August 2014

Source

Own work

Author

Krishnavedala

Permission
(Reusing this file)

This image of a simple structural formula is ineligible for copyright and therefore in the public domain, because it consists entirely of information that is common property and contains no original authorship.

W3C-validity not checked.

LaTeX source code

\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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File history

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	Date/Time	Dimensions	User	Comment
current	20:52, 13 August 2014	625 × 272 (79 KB)	Krishnavedala	fixed double bond in E-enolate structure
	20:50, 13 August 2014	625 × 272 (79 KB)	Krishnavedala	foxed double bond in E-enolate
	20:50, 13 August 2014	625 × 272 (79 KB)	Krishnavedala	foxed double bond in E-enolate
	20:10, 13 August 2014	625 × 272 (80 KB)	Krishnavedala	{{Information \|Description ={{en\|1=model for aldol reaction, alpha stereocenter on enolate}} \|Source ={{own}} \|Author =Krishnavedala \|Date =2014-08-13 \|Permission ={{PD-chem}} \|other_versions = }}...