NDLI: Bis[1,4,8,11,15,18,22,25-octa(butyloxyl)phthalocyaninato] rare earth double-decker complexes: synthesis, spectroscopy, and molecular structure

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Dalton Transactions Vol -0

Bis[1,4,8,11,15,18,22,25-octa(butyloxyl)phthalocyaninato] rare earth double-decker complexes: synthesis, spectroscopy, and molecular structure

Content Provider	Royal Society of Chemistry (RSC)
Author	Jiang, Jianzhuang Bian, Yongzhong Li, Renjie Dong, Shuai Gao, Yingning
Copyright Year	2010
Abstract	Homoleptic octa-α-substituted bis(phthalocyaninato) rare earth double-deckers HMIII[Pc(α-OC4H9)8]2 [M = Eu (1), Y (2); Pc(α-OC4H9)8 = 1,4,8,11,15,18,22,25-octa(butyloxyl)phthalocyanine] have been prepared by treating the metal-free phthalocyanine H2Pc(α-OC4H9)8 with the corresponding M(acac)3·nH2O (acac = acetylacetonate) in the presence of organic base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and benzo-18-crown-6/benzo-15-crown-5 in refluxing n-octanol. To the best of our knowledge, it is the first example of homoleptic non-peripherally octa(alkoxyl)-substituted bis(phthalocyaninato) rare earth complexes. Comparative studies on a series of reactions reveal the key role of DBU as catalyst and crown ether as template in the formation of homoleptic rare earth double-decker complexes with structurally highly deformed non-peripherally octa(butyloxy)-substituted phthalocyanine ligand. The molecular structure of complex 1 has been determined by single-crystal X-ray diffraction analysis. The metal center is octa-coordinated by the isoindole nitrogen atoms of the two phthalocyaninato ligands, forming a distorted square antiprism. Despite the extremely non-planar saddle conformation employed by metal free H2Pc(α-OC4H9)8 molecule, both the phthalocyanine rings in HEuIII[Pc(α-OC4H9)8]2 (1) adopt a conformation that is domed toward the europium center, similar to corresponding unsubstituted or β-substituted bis(phthalocyaninato) analogues. These two bis(phthalocyaninato) rare earth double-deckers have also been characterized by a wide range of spectroscopic methods including MS, 1H NMR, UV-vis, IR, and EPR. Structural and spectroscopic studies reveal that the π–π interaction between the two Pc(α-OC4H9)8 rings is weaker than that for the corresponding unsubstituted or β-substituted bis(phthalocyaninato) analogues.
Starting Page	1321
Ending Page	1327
Page Count	7
File Format	HTM / HTML PDF
ISSN	14779226
Volume Number	39
Issue Number	5
Journal	Dalton Transactions
DOI	10.1039/b911178f
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	EPR Phthalocyanine 18-Crown-6 15-Crown-5 Homoleptic Crown ether Ligand X-ray crystallography Isoindole Nitrogen Antiprism Saddle Conformational isomerism Europium Nuclear magnetic resonance
Content Type	Text
Resource Type	Article
Subject	Inorganic Chemistry

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