β-Octakis(methylthio)porphycenes: synthesis, characterisation and third order nonlinear optical studies

被引:33
作者
Rana, Anup [1 ,2 ]
Lee, Sangsu [3 ,4 ]
Kim, Dongho [3 ,4 ]
Panda, Pradeepta K. [1 ,2 ]
机构
[1] Univ Hyderabad, Sch Chem, Hyderabad 500046, Andhra Pradesh, India
[2] Univ Hyderabad, Adv Ctr Res High Energy Mat ACRHEM, Hyderabad 500046, Andhra Pradesh, India
[3] Yonsei Univ, Spect Lab Funct Elect Syst, Seoul 120749, South Korea
[4] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
基金
新加坡国家研究基金会;
关键词
ABSORPTION CROSS-SECTIONS; 2-PHOTON ABSORPTION; PHOTODYNAMIC THERAPY; PORPHYCENE; PORPHYRINS; DERIVATIVES;
D O I
10.1039/c5cc02279g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel electron deficient beta-octakis(methylthio) porphycene, along with its Zn(II) and Ni(II) derivatives, was synthesized for the first time. The macrocyclic structure exhibits core ruffling with a largely red shifted absorption band (similar to 750 nm) and also a large enhancement in the third order nonlinear optical response.
引用
收藏
页码:7705 / 7708
页数:4
相关论文
共 28 条
[1]   Design of organic molecules with large two-photon absorption cross sections [J].
Albota, M ;
Beljonne, D ;
Brédas, JL ;
Ehrlich, JE ;
Fu, JY ;
Heikal, AA ;
Hess, SE ;
Kogej, T ;
Levin, MD ;
Marder, SR ;
McCord-Maughon, D ;
Perry, JW ;
Röckel, H ;
Rumi, M ;
Subramaniam, C ;
Webb, WW ;
Wu, XL ;
Xu, C .
SCIENCE, 1998, 281 (5383) :1653-1656
[2]   Tuning first molecular hyperpolarizabilities through the use of proaromatic spacers [J].
Andreu, R ;
Blesa, MJ ;
Carrasquer, L ;
Garín, J ;
Orduna, J ;
Villacampa, B ;
Alcalá, R ;
Casado, J ;
Delgado, MCR ;
Navarrete, JTL ;
Allain, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (24) :8835-8845
[3]   Two-photon absorption in tetraphenylporphycenes:: Are porphycenes better candidates than porphyrins for providing optimal optical properties for two-photon photodynamic therapy? [J].
Arnbjerg, Jacob ;
Jimenez-Banzo, Ana ;
Paterson, Martin J. ;
Nonell, Santi ;
Borrell, Jose I. ;
Christiansen, Ove ;
Ogilby, Peter R. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (16) :5188-5199
[4]   Direct synthesis of bipyrroles using phenyliodine bis(trifluoroacetate) with bromotrimethylsilane [J].
Dohi, T ;
Morimoto, K ;
Maruyama, A ;
Kita, Y .
ORGANIC LETTERS, 2006, 8 (10) :2007-2010
[5]   Ultrafast vibrational relaxation and ligand photodissociation/photoassociation processes of nickel(II) porphyrins in the condensed phase [J].
Eom, HS ;
Jeoung, SC ;
Kim, D ;
Ha, JH ;
Kim, YR .
JOURNAL OF PHYSICAL CHEMISTRY A, 1997, 101 (20) :3661-3669
[6]   Synthesis, structure, and chemical property of the first fluorine-containing porphycene [J].
Hayashi, T ;
Nakashima, Y ;
Ito, K ;
Ikegami, T ;
Aritome, I ;
Suzuki, A ;
Hisaeda, Y .
ORGANIC LETTERS, 2003, 5 (16) :2845-2848
[7]   Peripheral Arylation of Subporphyrazines [J].
Higashino, Tomohiro ;
Rodriguez-Morgade, M. Salome ;
Osuka, Atsuhiro ;
Torres, Tomas .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (31) :10353-10359
[8]   Charge transfer induced enhancement of near-IR two-photon absorption of 5,15-bis(azulenylethynyl)zinc(II) porphyrins [J].
Kim, Kil Suk ;
Noh, Su Bum ;
Katsuda, Takayuki ;
Ito, Shuji ;
Osuka, Atsuhiro ;
Kim, Dongho .
CHEMICAL COMMUNICATIONS, 2007, (24) :2479-2481
[9]   Investigation of Aromaticity and Photophysical Properties in [18]/[20]π Porphycene Derivatives [J].
Kim, Kil Suk ;
Sung, Young Mo ;
Matsuo, Takashi ;
Hayashi, Takashi ;
Kim, Dongho .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (28) :7882-7889
[10]   Convenient Access to Carbohydrate-BODIPY Hybrids by Two Complementary Methods Involving One-Pot Assembly of "Clickable" BODIPY Dyes [J].
Martinez-Gonzalez, Mayra R. ;
Urias-Benavides, Arlette ;
Alvarado-Martinez, Enrique ;
Cristobal Lopez, J. ;
Gomez, Ana M. ;
del Rio, Mayca ;
Garcia, Inmaculada ;
Costela, Angel ;
Banuelos, Jorge ;
Arbeloa, Teresa ;
Lopez Arbeloa, Inigo ;
Pena-Cabrera, Eduardo .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (26) :5659-5663