5,20-Diphenyl-10,15-bis(p-tolyl)-21-selenaporphyrin and Its Nickel(II) Complexes1

Autor:	Piotr J. Chmielewski, E. Pacholska, Alan L. Balch, Lechosław Latos-Grażyński, Marilyn M. Olmstead
Rok vydání:	1996
Předmět:	Stereochemistry Free base chemistry.chemical_element Carbon-13 NMR Porphyrin Dication Inorganic Chemistry chemistry.chemical_compound Nickel Crystallography chemistry Proton NMR Moiety Physical and Theoretical Chemistry Monoclinic crystal system
Zdroj:	Inorganic Chemistry. 35:566-573
ISSN:	1520-510X 0020-1669
DOI:	10.1021/ic950329z
Popis:	The synthesis of a new monoheteroporphyrin, 5,20-diphenyl-10,15-bis(p-tolyl)-21-selenaporphyrin (SeDPDTPH), is reported. The 21-selenaporphyrin has been characterized by 1H NMR, 13C NMR, mass spectrometry, and UV−visible spectra and an X-ray structural analysis. The free base selenaporphyrin SeDPDTPH crystallizes in the monoclinic space group P21/n with a =19.848(3) A, b = 8.8410(14) A, c = 20.503(4) A, β = 103.375(12)° at 125 K with Z = 4. Refinement of all 4577 unique reflections and 453 parameters yielded R1 = 0.096 (based on F2). The presence of selenium atom elongates the macrocycle along the N(1)−N(3) axis when compared to a regular porphyrin. The π delocalization pattern is altered in the selenophene moiety in relation to the free selenophene. SeDPDTPH undergoes a two-step proton addition in solution. Mono- and dication formation results in distortion of the planar 21-selenaporphyrin structure. The monocation structure is solvent dependent as shown by the 1H NMR titration experiments. Insertion of ...
Databáze:	OpenAIRE
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