Synthesis of α,β'- and β,β'-linked dimethoxycarbonyldipyrromethanes by Rothemund-type condensation
Date issued
July 15, 2012
In
Synlett
Vol
12
No
23
From page
1835
To page
1839
Subjects
Crystal structure Molecular structure (of regioisomeric dimethoxycarbonyldipyrromethanes obtained by Rothemund-type condensation of methoxycarbonylpyrrole with acetone) Freezing point Fusion enthalpy Hydrogen bond Melting point Molecular association Regioselective synthesis Rothemund reaction Supramolecular structure (prepn. structure and phase transitions of regioisomeric dimethoxycarbonyldipyrromethanes by Rothemund-type condensation of methoxycarbonylpyrrole with acetone) methoxycarbonylpyrrole acetone Rothemund condensation dimethoxycarbonyldipyyromethane regioselective prepn crystal structure hydrogen bond supramol assembly
Abstract
The Rothemund-type condensation of methoxycarbonylpyrrole with acetone produces mainly the α,β'-linked dipyrromethane, a building block for the synthesis of N-confused macrocycles. The influence of the reaction conditions on the regioselectivity of the process is reported. The x-ray structures of the α,α'-, α,β'- and β,β'-linked dipyrromethanes show an interesting discrimination of the structurally different types of hydrogen bonds. [on SciFinder(R)]
Publication type
journal article