Premium
Synthesis of Functionalized, Sterically Congested Calix[4]phyrin Macrocycles Using Donor–Acceptor‐Substituted Cyclopropanes – First Example of a Mono‐ meso ‐spirolactone Incorporated into a Calix[4]phyrin (Eur. J. Org. Chem. 2/2013)
Author(s) -
Beyzavi M. Hassan,
Lentz Dieter,
Reissig HansUlrich,
Wiehe Arno
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201390000
Subject(s) - chemistry , porphyrin , steric effects , cyclopropane , acceptor , solid state , stereochemistry , crystallography , polymer chemistry , ring (chemistry) , photochemistry , organic chemistry , physics , condensed matter physics
The cover picture shows a new, stepwise synthesis of oxidation‐resistant meso ‐hydrogenated calix[4]phyrins using a donor–acceptor‐substituted cyclopropane precursor. This approach allows a variable substitution in the residues of their sp 2 ‐ meso centers without the need for a porphyrin intermediate. Among the three different stereoisomers ( syn ‐equatorial, syn ‐axial and anti ) of these “roof‐like” macrocycles in the solid state, the yn ‐axial is generally the most stable one. Details are discussed in the article by H.‐U. Reissig, A. Wiehe et al. on p. 269 ff. We thank M. Sc. Eng. Ehsan Fereidoonnezhad for his contribution to the cover picture design.