Premium
Iron(II) Clathrochelate with Terminal Triple C≡C Bond and Its Carboranoclathrochelate Derivative with a Flexible Linker between the Polyhedral Cages: Synthesis and X‐Ray Structure
Author(s) -
Zelinskii Genrikh E.,
Belov Alexander S.,
Vologzhanina Anna V.,
Limarev Ilya P.,
Pavlov Alexander A.,
Olshevskaya Valentina A.,
Makarenkov Anton V.,
Dorovatovskii Pavel V.,
Lebed Ekaterina G.,
Voloshin Yan Z.
Publication year - 2019
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201902888
Subject(s) - chemistry , carborane , substituent , acetonitrile , molecule , cycloaddition , nucleophilic substitution , triple bond , nucleophile , stereochemistry , amine gas treating , derivative (finance) , crystallography , yield (engineering) , polymer chemistry , medicinal chemistry , double bond , organic chemistry , materials science , catalysis , financial economics , economics , metallurgy
Monopropargylamine iron(II) tris‐dioximate was easily prepared in a high yield using nucleophilic substitution of its monochloroclathrochelate precursor with propargylamine as a primary aliphatic amine N ‐nucleophile in acetonitrile as a solvent. This complex with terminal C≡C group underwent a 1,3‐dipolar cycloaddition “click”‐reaction with ortho ‐carborane‐1‐methylazide, thus giving a hybrid iron(II) carboranoclathrochelate with ortho ‐carborane‐(12)‐[1,2,3]‐triazolmethylamine fragment in its ribbed substituent, the molecule of which contains two ( i. e . clathrochelate and carborane) terminal cages. These complexes were characterized using elemental analysis, MALDI‐TOF mass, IR, UV‐Vis, 1 H, 1 H{ 11 B}, 11 B, 11 B{ 1 H}, 19 F{ 1 H} and 13 C{ 1 H} NMR spectra, and by single crystal X‐ray diffraction as well.