A Quadruply Azulene‐Fused Porphyrin with Intense Near‐IR Absorption and a Large Two‐Photon Absorption Cross Section

Kurotobi, Kei; Kim, Kil Suk; Noh, Su Bum; Kim, Dongho; Osuka, Atsuhiro

doi:10.1002/anie.200600892

Cited by 254 publications

(141 citation statements)

References 55 publications

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“…The Cu-N bond lengths range from 1.974(2) to 1.994(2) Å with an average value of 1.983(2) Å in 5, which is comparable to that reported. [49][50][51][52][53][54][55][56][57][58][59] For compound 6, the Co-N distances are in the narrow range 1.953(2)-1.956(2) Å, which is comparable to those previously documented. [60][61][62][63] The porphyrin macrocycles in 5 and 6 display a four-saddle conformation, and the four pyrrole rings appreciably distort in an alternant fashion, either upward and downward with respect to the mean plane of the saddlelike porphyrin core.…”

Section: M[tcpp-me 4 ] [M = Cu (5) and Co (6)]supporting

confidence: 81%

Change in Supramolecular Networks through In Situ Esterification of Porphyrins

Chen

Fukuzumi

2009

Eur J Inorg Chem

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(5), and Co (6); Me = CH 3 ], and two nonmetalated compounds, TCPP-Et 4 (7) and TCPP-Me 4 ·H 2 O (8), were synthesized by solvothermal reactions and characterized by single-crystal X-ray diffraction. Compounds 1-3 feature an isolated structure with a planar macrocycle and an embedded metal-ion coordinating to four pyrrole nitrogen atoms. Compound 4 is characterized as a two-dimensional coordination polymer, and the zinc ion coordinates to four nitrogen atoms and two oxygen atoms. Compound 4 possesses a large void space (361 Å 3 ), which corresponds to 14 % of the unit-cell volume. Compounds 5 and 6 are characteristic of an isolated motif with a four-coordinate metal ion and a saddle-distorted nonplanar porphyrin macrocycle. Nonmetalated compounds 7 and 8 also show an

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Section: M[tcpp-me 4 ] [M = Cu (5) and Co (6)]supporting

confidence: 81%

Change in Supramolecular Networks through In Situ Esterification of Porphyrins

Chen

Fukuzumi

2009

Eur J Inorg Chem

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“…[147] Similarly, azulene appended porphyrins (108, 109) were shown to have significant TPA. [148] A clear correlation between the degree of p-conjugation and the TPA properties could be shown by using meso-directly-linked oligoporphyrins with different dihedral angles between the porphyrin planes. [149] Note, that induction of helicity via peripheral hydrogen bonding in oligomers based on 78 increased the TPA cross section.…”

Section: Chcl 3 129mentioning

confidence: 99%

Nonlinear Optical Properties of Porphyrins

et al. 2007

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Porphyrins and phthalocyanines have outstanding chemical and thermal stability. The macrocyclic structure and chemical reactivity of tetrapyrroles offers architectural flexibility and facilitates the tailoring of chemical, physical and optoelectronic parameters. The specific optical properties of the tetrapyrrole macrocycle combined with the synthetic methodologies now available and the already available theoretical and spectroscopic knowledge on their optical behavior make porphyrins a target of choice for this area. They are versatile organic nanomaterials with a rich photochemistry and their excited state properties are easily modulated through conformational design, molecular symmetry, metal complexation, orientation and strength of the molecular dipole moment, size and degree of conjugation of the π‐systems, and appropriate donor‐acceptor substituents. Here we review the structural chemistry and optical properties of recently synthesized porphyrin derivatives that offer potential for nonlinear optical (NLO) applications and complement existing studies on phthalocyanines. Classes of interest include the classic A4 symmetric tetrapyrroles, while optimized systems include push‐pull porphyrins, oligomeric and supramolecular self‐assembled systems, films and nanoparticle systems, and highly conjugated porphyrin arrays.

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“…[ 9 -11 ] Psub was converted to Pfused by a procedure similar to that reported by Osuka and co-workers. [ 12 ] The details of the synthesis of Psub and Pfused will be published elsewhere. [ 13 ] The compounds absorb throughout the visible and into the NIR with Q-band absorption peaks between wavelengths of λ = 1050 and 1350 nm, and have corresponding absorption coeffi cients of α = (1.5-3) × 10 4 cm −1 , as shown in Figure 1 .…”

Section: Doi: 101002/adma200904341mentioning

confidence: 99%