Premium
1,3,2‐Diazaborolyl Anions – From Laboratory Curiosities to Versatile Reagents in Synthesis
Author(s) -
Weber Lothar
Publication year - 2017
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/ejic.201700629
Subject(s) - chemistry , geminal , nucleophile , boranes , reagent , radical , lithium (medication) , zinc , indium , boron , main group element , magnesium , aryl , gallium , electrophile , organic chemistry , combinatorial chemistry , transition metal , catalysis , medicine , alkyl , endocrinology
Diazaborolyl anions with coordinatively unsaturated boron centers are exceedingly powerful in their nature as nucleophiles, Brønsted bases, or reducing agents. Lithium‐, magnesium‐, and zinc‐diazaborolyls find use as excellent transfer reagents of the borolyl group to s‐and p‐block elements, transition metals, and lanthanides. Cross couplings with bromoarenes or acyl chlorides affording 2‐aryl‐diazaboroles and the related acyl boranes were elegantly carried out by use of the more selective zinc diazaborolyls. Particular highlights in this chemistry are the syntheses of stable bis(diazaborolyl) metal(II)‐radicals of gallium, indium, and thallium as well as 1,2‐bis(diazaborolidinyl)diphosphenyl radical anions. Moreover, stability is imparted to the first isolable digermavinylidene by two geminal diazaborolyl substituents.