CONTENTS

Journal of Porphyrins and PhthalocyaninesJ. Porphyrins Phthalocyanines 2020; 24: 993–1082

pp. 993–1002

See Ursula Mazur* and K. W. Hipps*

The cover illustrates reversible binding of ligands (oxygen and nitrogen bases) to metalloporphyrin receptors at the solution/solid interface. This exchange can be followed with STM imaging as a function of time to determine if the process reaches equilibrium. The solution/solid interface provides a dynamic environment where reaction rates can be controlled by varying solution pH, temperature and reactant concentration. With single molecule microscopy it is possible to acquire both qualitative and quantitative information about molecule binding affinity, reaction equilibrium kinetics and thermodynamics.

About the Cover

Articles

pp. 993–1002Single molecule level studies of reversible ligand binding to metal porphyrins at the solution/solid interfaceUrsula Mazur* and K. W. Hipps*

STM can effectively probe single porphyrin receptor–ligand binding events at the solution/solid interface and provide both qualitative and quantitative infor­mation about molecule binding affinity, reaction kinetics and thermodynamics.

pp. 1003–1012Screening metal-dicorrole-based dyes with excellent photoelectronic properties for dye-sensitized solar cells by density functional calculationsLifeng Zheng, Yang Meng, Xiangqian Wang, Chun Zhu* and Jin-Xia Liang*

Different architectures of metal dicorroles were designed by varying the linking forms and the most stable architecture a was screened out by binding energy calculations with density functional theory. Based on the most stable archi­tecture, a Ga­SN dye with excellent photoelectronic property was constructed for dye­sensitized solar cells.

Review

CONTENTS

J. Porphyrins Phthalocyanines 2020; 24: 993–1082

pp. 1013–1020Development of alkyne-BODIPYs as viscosity sensitive fluorescent probes for enumeration of bacterial cellsDijo Prasannan, Suchithra Tharamel Vasu, Chellaiah Arunkumar and Pattiyil Parameswaran*

The planar and twisted conformation within a BODIPY molecular structure decides its viscosity­dependent behavior. As the variations in fluorescence life­time and intensity could be attributed to the local viscosity, the dye has been successfully employed in the bacterial enumeration of microbes by considering the proportionate fluorescence intensity of the BODIPYs as an index of the number of cells per ml.

pp. 1030–1037Synthesis and properties of a photochromic perina-phthothioindigo conjugated with two porphyrinsKazuya Ogawa*, Masaki Sato and Kenta Terao

A new porphyrin­perinaphthothioindigo composite, where two porphyrins are connected to a perinaphthothioindigo dye though a triple bond, was synthe­sized. Reversible photoisomerization between the trans- and the cis-isomers was successfully carried out.

pp. 1021–1029Diameter-dependent structural and electronic property of fused porphyrin nanotubes: A density functional studySomnath Chowdhury, Monoj Das, Prajna Mukherjee and Bikash C. Gupta*

A density functional theory­based systematic study has been carried out on fused porphyrin based nanotubes. The stability of the nanotubes increases with increasing diameter. The transition metal atom plays a pivotal role in determining the stability as well as the electrical properties of the nanotubes (ScPNTs and TiPNTs). TiPNTs are more likely to be formed over ScPNTs. It is also observed that the ScPNTs are metallic in nature and the TiPNTs are semi­conductors with small band gap.

pp. 1038–1046Hyperbranched lutecium phthalocyanines grafted ethylenediamine@graphene oxide with enhanced nonlinear optical propertiesZengduo Cui, Xin Wang, Jiale Ding, Yunhe Zhang, Zhenhua Jiang and Xuefeng Li*

In order to improve the dispersibility of graphene oxide (GO) in organic solvents and polymer matrixes, lutecium phthalocyanine (LuPc) and hyper­branched lutecium phthalocyanine (HBLuPc) were grafted on the surface of GO, respectively. It was found that the electron transfer between phthalocyanine and GO was promoted after surface modification. At the same time, due to the synergistic effects of nonlinear mechanisms such as nonlinear scattering (NLC), two­photon absorption, reverse saturable absorption (RSA), and photo­induced electron or energy transfer (PET/ET) from electron donor (phthalocyanine) to acceptor (GO), the hybrid has stronger NLO properties than GO and phthalocyanines.

J. Porphyrins Phthalocyanines 2020; 24: 993–1082

CONTENTS

pp. 1047–1053Synthesis, in vitro inhibition effect of novel phthalo-cyanine complexes as carbonic anhydrase and paraox-onase enzyme inhibitorsEmre Güzel, Barış Seçkin Arslan, Kübra Çıkrıkçı, Adem Ergün, Nahit Gençer,Oktay Arslan, İlkay Şişman and Mehmet Nebioğlu*

The preparation and assessment of enzyme inhibition properties of 3­(2­(5­ amino­4­(4­bromophenyl)­3­methyl­1H­pyrazol­1­yl)ethoxy)phthalonitrile and its nitrogen­containing non­peripheral phthalocyanine derivatives were reported for the first time. The synthesized compounds were tested for their inhibitory activity against paraoxonase enzyme (PON­1) and carbonic anhydrase isozymes hCA I and II.

pp. 1054–1065Synthesis, photoinduced amination and topological indices of novel porphyrin dyadsMuhammad Yaseen*, Muhammad A. Rashid, Muhammad A. Iqbal, Zahid Farooq, Muhammad Idrees, Muhammad A. Qayyum, Azeem Intisar, Mian HR. Mahmood, Ibrahim Khan and Muhammad Latif

This work refers to a nickel­catalyzed photoinduced amination study of β­bromotetraarylporphyrin and its Ni(II), Zn(II) and Cu(II) complexes with three different amines. Nickel­catalyzed amination yields are compared with traditional Buchwald–Hartwig amination yields. Due to the low operational cost, photoinduced nickel­catalyzed C–N couplings were found to be more economical than the Buchwald–Hartwig amination procedure, although the latter afforded higher yields.

pp. 1066–1073Rigid trisporphyrin with 1,3,5-triazine core: Synthesis, spectroscopy, and DABCO-induced self-assembly propertiesChunhua Huang*, Bin Shen, Kang Wang*, Jing’an Lu and Xiao’fei Sun

The zinc complex of 2,4,6­tris(5,10,15­triphenylporphyrinatozinc)­1,3,5­ triazine with three porphyrin moieties bridged by a rigid 1,3,5­triazine group (1), was synthesized and characterized. UV­vis spectrophotometric and 1H NMR spectro ­ photometric titrations of compound 1 were performed to study the DABCO­induced self­ and disassembly processes.

pp. 1074–1082Fluorous phthalocyanines and subphthalocyaninesKosuke Yoshinaga, Leo Delage-Laurin and Timothy M. Swager*

Synthesis and photophysical properties of phthalocyanines and subphthalo­cyanines with over 50 weight/percent fluorine is reported. These molecules display H­aggregation features in fluorous solvents but display typical spec­troscopic features in organic solvents. The Faraday rotation properties of these molecules are also discussed.