Addition of phenylacetylene to a magnesium complex of monoiminoacenaphtheneone (dpp-mian)

2015 ◽  
Vol 44 (47) ◽  
pp. 20532-20541 ◽  
Author(s):  
D. A. Razborov ◽  
A. N. Lukoyanov ◽  
E. V. Baranov ◽  
I. L. Fedushkin
Keyword(s):  
Cycloaddition Product ◽  
Imino Derivative

Reaction of alkoxy-amido magnesium complex 4 with phenylacetylene affords cycloaddition product 6. The protonation of the latter with phenylacetylene results alkoxy-imino derivative 7.

Synthesis and Structure of New Derivatives of Thieno[2,3–b]thiocine. Unusual Intramolecular Cycloaddition Product of 2-Homomethallyl-3-thiophenecarbonitrile Oxide

1993 ◽  
Vol 3 (3) ◽  
pp. 114-115 ◽  
Author(s):  
Michail M. Krayushkin ◽  
Marina A. Kalik ◽  
Elena Yu. Zvezdina ◽  
Lyudmila G. Vorontsova ◽  
Marina G. Kurella
Keyword(s):  
Intramolecular Cycloaddition ◽  
Cycloaddition Product ◽  
Derivatives Of

Interaction of perfluoropent-2-ene and its 2-amino-4-imino derivative with ethylenediamine and with diethylenetriamine

1994 ◽  
Vol 69 (1) ◽  
pp. 25-29 ◽  
Author(s):  
V.I. Saloutin ◽  
Z.E. Skryabina ◽  
Y.V. Burgart ◽  
O.N. Chupakhin ◽  
M. Font-Altaba ◽  
...  
Keyword(s):  
Imino Derivative

Imine-substituted dipyrromethanes in the synthesis of porphyrins bearing one or two meso substituents

2005 ◽  
Vol 09 (08) ◽  
pp. 554-574 ◽  
Author(s):  
Masahiko Taniguchi ◽  
Arumugham Balakumar ◽  
Dazhong Fan ◽  
Brian E. McDowell ◽  
Jonathan S. Lindsey
Keyword(s):  
Zinc Acetate ◽  
Room Temperature ◽  
Vilsmeier Reaction ◽  
Materials Chemistry ◽  
Air Oxidation ◽  
Zinc Porphyrin ◽  
New Synthesis ◽  
Zinc Porphyrins ◽  
Valuable Compounds ◽  
Imino Derivative

5,15-substituted porphyrins are valuable compounds in bioorganic and materials chemistry. A new synthesis has been developed that employs 1,9-diformylation of a dipyrromethane, conversion of the diformyldipyrromethane to the bis(imino) derivative, and reaction of the bis(imino)dipyrromethane + a dipyrromethane to give the zinc-porphyrin bearing trans-AB-substituents. 1,9-diformylation was achieved via Vilsmeier reaction. Imination was achieved by treatment of the 1,9-diformyldipyrromethane with excess amine under neat conditions at room temperature. The porphyrin-forming reaction was carried out over 2 h in refluxing ethanol containing zinc acetate exposed to air. Oxidation of the intermediate porphyrinogen occurs aerobically. A complex composed of two bis(imino)dipyrromethanes and two zinc atoms was observed to form reversibly during the course of the reaction. A set of zinc-porphyrins with trans-AB-, A 2-, or A-substituents has been prepared in yields of ~30% (without detectable scrambling) with straightforward purification. The reaction is applicable to A/B substituent combinations of aryl/aryl, aryl/alkyl, and aryl/H.

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