TY - JOUR
AU - Teixidó, Jordi
AB - Selected on the basis of computational studies and synthetic feasibility, the title compound 9c has been obtained by cross‐coupling of 4,4′‐bis(p‐butylphenyl)‐2,2′‐biimidazole‐5,5′‐dicarbaldehyde (28c) followed by oxidative aromatization. The introduction of a Suzuki coupling protocol opens the way to 2,7,12,17‐tetraryl‐substituted 3,6,13,16‐tetraazaporphycenes avoiding the development of a de novo synthesis whenever a new peripheral substituent is desired. As predicted by computational studies, oxidation of the non‐aromatic precursor 33c to yield the azaporphycene macrocycle 9c is more favourable than in the case of porphycene itself. The absorption spectrum of 9c shows a substantial bathochromic shift relative to porphycene 1a, revealing a synergism between aza substitution in the macrocycle and phenyl substitution at its periphery. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
TI - 2,7,12,17‐Tetra( p ‐butylphenyl)‐3,6,13,16‐tetraazaporphycene: The First Example of a Straightforward Synthetic Approach to a New Class of Photosensitizing Macrocycles
JF - European Journal of Organic Chemistry
DO - 10.1002/ejoc.200200684
DA - 2003-05-01
UR - https://www.deepdyve.com/lp/wiley/2-7-12-17-tetra-p-butylphenyl-3-6-13-16-tetraazaporphycene-the-first-gFaW3RKM1U
SP - 1635
EP - 1640
VL - 2003
IS - 9
DP - DeepDyve
ER -