The Octaethylporphyrin-Dihexylbithiophene Derivatives Combined with Pyridine and Pyrimidine Rings. Their Syntheses and Proton-Mediated and Heat-Driven Spectral Changes

Higuchi, Hiroyoshi; Hayashi, Naoto; Matsukihira, Takuya; Kawakami, Takateru; Takizawa, Toru; Saito, Junji; Miyabayashi, Keiko; Miyake, Mikio

doi:10.3987/com-08-s(n)14

Cited by 8 publications

(1 citation statement)

References 26 publications

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“…Broad absorption bands are found in the UV‐vis spectrum of Py*[2], while the longer polyynes, Py*[4], Py*[6], and Py*[8], spectra display patterns with vibronic fine structure consistent with other polyynes (Figure ), such as those endcapped with 4‐pyridyl (Py[ n ]) or phenyl groups (Ph‐[CC] n ‐Ph, Ph[ n ]). The nature of the aryl endgroup has a noticeable effect on λ max values for shorter polyynes, e.g., there is a range of 38 nm in structurally similar diynes Ph[2] ( λ max =328 nm in THF), [25 ] Py[2] ( λ max =330 nm in CHCl 3 ), Py*[2] ( λ max =366 nm in CH 2 Cl 2 ). The endgroup effect diminishes for longer derivatives, and essentially disappears for octaynes Py*[8] and Ph[8] [ 25] with λ max =517 and 512 nm (in CH 2 Cl 2 and THF, respectively).…”

Section: Methodsmentioning

confidence: 99%

Pyridyl‐Endcapped Polyynes: Stabilized Wire‐like Molecules

et al. 2016

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A 4-ethynylpyridyl derivative with sterically shielding phenyl groups in the 3- and 5-positions has been synthesized and used to terminate a series of polyynes. This approach allows for the synthesis of stable polyynes up to an octayne, twice as long as previous accessible for "unstabilized" pyridyl-endcapped polyynes. The potential of these polyynes as wire-like linkers to metal centers is demonstrated by axial coordination of pyridyl groups to zinc- and ruthenium-metalloporphyrins.

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Section: Methodsmentioning

confidence: 99%

Pyridyl‐Endcapped Polyynes: Stabilized Wire‐like Molecules

et al. 2016

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Pyridyl‐Endcapped Polyynes: Stabilized Wire‐like Molecules

et al. 2016

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A 4‐ethynylpyridyl derivative with sterically shielding phenyl groups in the 3‐ and 5‐positions has been synthesized and used to terminate a series of polyynes. This approach allows for the synthesis of stable polyynes up to an octayne, twice as long as previous accessible for “unstabilized” pyridyl‐endcapped polyynes. The potential of these polyynes as wire‐like linkers to metal centers is demonstrated by axial coordination of pyridyl groups to zinc‐ and ruthenium‐metalloporphyrins.

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