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Syntheses of Thiazole‐Containing Macroheterocycles Related to Porphycene
Author(s) -
Nussbaumer Thomas,
Neidlein Richard
Publication year - 2000
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/1522-2675(20000607)83:6<1161::aid-hlca1161>3.0.co;2-2
Subject(s) - chemistry , steric effects , thiazole , stereochemistry , vicinal , sequence (biology) , coupling reaction , organic chemistry , catalysis , biochemistry
The syntheses of 2,2′‐bithiazole‐containing and related expanded macrocycles 13 – 16 were accomplished by the McMurry coupling reaction of the corresponding [2,2′‐bithiazole]‐5,5′‐dicarbaldehyde 6c and 2,2′‐(1,4‐phenylene)bis[thiazole‐5‐carbaldehyde] 7 , readily available by a two‐step reaction sequence. The success of the dimerization strongly depends on the steric repulsion of the substituents vicinal to the CHO group.