Meso-alkylidenyl-thia(p-benzi)porphyrins and their unusual protonation selectivity.
نویسندگان
چکیده
Meso-alkylidenyl-thia(p-benzi)porphyrin and its ring expanded analog containing exocyclic C-C double bonds at meso-positions, undergo initial protonation at the exocyclic alkylidene alpha-carbon.
منابع مشابه
Unique prototropy of meso-alkylidenyl carbaporphyrinoid possessing one meso-exocyclic double bond.
Generic synthesis, identification of structural identity, unique prototropy and spectroscopic properties of meso-alkylidenyl-thia(m-benzi)porphyrinoid containing one exocyclic double bond at the meso-position were presented.
متن کاملStepwise π-extension of meso-alkylidenyl porphyrins through sequential 1,3-dipolar cycloaddition and redox reactions.
Several regioselectively π-extended, pyrrole fused porphyrinoids have been synthesized by the 1,3-dipolar cycloaddition of meso-alkylidene-(benzi)porphyrins. Pd(II) complexes gave oxidation resistant, bis-pyrrole fused adducts. The repeated 1,3-dipolar cycloaddition followed by oxidation-reduction of pentaphyrin analogs afforded π-extended porphyrin analogs.
متن کاملSynthesis and spectroscopic behaviour of metal complexes of meso-alkylidenyl carbaporphyrinoids and their expanded analogues.
Treatment of meso-malonylidene-(m-benzi)porphyrin and meso-malonylidene-(m-benzi)pentaphyrin with Pd(ii), Au(iii), Ni(ii) and Ag(i) afforded the corresponding metal complexes. The synthesized metal complexes were characterized by spectroscopy including single crystal X-ray, NMR and mass spectrometry. Most metal complexes were stable in solution. The metal complexes showed strong absorption in t...
متن کاملmeso-Alkylidene (m-benzi)pentaphyrin: a modified pentaphyrin bearing exocyclic double bonds at meso-positions.
meso-Alkylidene (m-benzi)pentaphyrin containing exocyclic C=C double bonds at two meso-positions is synthesized and fully characterized for the first time. The single crystal X-ray crystallographic analysis shows a concave conformation with two pyrrole rings inverted. The first protonation occurs exclusively at core nitrogen. The synthesized compound displays concentration dependent chromogenic...
متن کاملEffect of meso-substituents on the osmium tetraoxide reaction and pinacol-pinacolone rearrangement of the corresponding vic-dihydroxyporphyrins.
To investigate the effects of electron-donating and electron-withdrawing substituents upon the reaction of porphyrins with osmium tetraoxide, and the pinacol-pinacolone rearrangement of the resulting diols, a series of meso-substituted porphyrins were prepared by total synthesis. Porphyrins with electron-donating substitutents at the meso-positions gave vic-dihydroxychlorins in which the adjace...
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ورودعنوان ژورنال:
- Chemical communications
دوره 39 شماره
صفحات -
تاریخ انتشار 2009