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Monomeric N‐ Lithioaryl‐ and N‐ Lithioborylstannylamines from Distannylamines
Author(s) -
Seifert Thomas,
Storch Wolfgang,
Vosteen Martina
Publication year - 1998
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/(sici)1099-0682(199809)1998:9<1343::aid-ejic1343>3.0.co;2-d
Subject(s) - chemistry , adduct , intramolecular force , medicinal chemistry , sarcosine , amine gas treating , lithium (medication) , monomer , transamination , bond cleavage , ring (chemistry) , crystallography , stereochemistry , organic chemistry , glycine , medicine , biochemistry , amino acid , catalysis , enzyme , endocrinology , polymer
8‐Aminoquinoline reacts with (dimethylamino)trimethylstannane in a 2:1 molar ratio, undergoing transamination to the distannylamine 1a . The 9‐[bis(trimethylstannyl)amino]‐9‐borabicyclo[3.3.1]nonane ( 1b ) is obtained by the stannazane cleavage reaction of tris(trimethylstannyl)amine with 9‐chloro‐9‐BBN. The cleavage of one Sn–N bond of the distannylamines 1a and 1b with MeLi yields the first two monomeric N‐ lithioaminostannanes, 2a and 2b , which can be stored at ambient temperature without decomposition. The molecular structures of 1a , 1b , 2a , and 2b have been determined by multinuclear magnetic resonance spectra in solution, as well as by X‐ray structure analysis. Characteristic features are the intramolecular adduct formation of the quinoline ring nitrogen atom with one of the stannyl groups in 1a , as well as with the lithium cation in 2a , and the surprisingly short bonds between the central nitrogen atom and the adjacent elements [ d (NSn) : 2.02 Å, d (NB) : 1.38 Å, d (NC) : 1.34 Å, d (NLi) : 1.95 Å] detected in the molecular structures of the lithium salts.