2005
DOI: 10.1002/anie.200501494
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Stabilization of Aryl–Calcium, –Strontium, and –Barium Compounds by Designed Steric and π‐Bonding Encapsulation

Abstract: In the last decade a major theme of organometallic chemistry has been the design and development of alternative ligand systems capable of stabilizing monomeric metal complexes while provoking novel reactivity. Exploration of this field is driven by the potential use of these complexes in catalysis and organic synthesis. Examples of monoanionic chelating Ndonor ligands that have received much recent attention (Scheme 1) include the b-diketiminate (I) [1] and the amidinate (II) [2] ligand systems. Much less atte… Show more

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Cited by 115 publications
(107 citation statements)
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“…There are also η 6 ‐arene interactions with the other nitrogen‐bound mesityl substituents, which occur in the following ranges: C(1) mesityl: Ba(1) ··· C 3.138(2)–3.303(3) Å, C(32) mesityl: Ba(1) ··· C 3.163(2)–3.337(3) Å. These can be considered as significant interactions,1d and are, overall shorter than those in [M(C 6 F 5 ){N 3 (Mes)(Trip)}] [Trip = 2,4,6‐ i Pr 3 C 6 H 2 ; Ba ··· C(Mes) 3.327–3.430 Å; Ba ··· C(Trip) 3.386–3.406 Å38 and [Ba{N 3 (Dmp)Tph} 2 ] [Dmp = 2,6‐Mes 2 C 6 H 3 ; Tph = 2‐TripC 6 H 4 ; Ba ··· C 3.312(5)–3.424(5) Å] 39. Such interactions have also been observed in Ba aryloxide chemistry 40,41…”
Section: Resultsmentioning
confidence: 99%
“…There are also η 6 ‐arene interactions with the other nitrogen‐bound mesityl substituents, which occur in the following ranges: C(1) mesityl: Ba(1) ··· C 3.138(2)–3.303(3) Å, C(32) mesityl: Ba(1) ··· C 3.163(2)–3.337(3) Å. These can be considered as significant interactions,1d and are, overall shorter than those in [M(C 6 F 5 ){N 3 (Mes)(Trip)}] [Trip = 2,4,6‐ i Pr 3 C 6 H 2 ; Ba ··· C(Mes) 3.327–3.430 Å; Ba ··· C(Trip) 3.386–3.406 Å38 and [Ba{N 3 (Dmp)Tph} 2 ] [Dmp = 2,6‐Mes 2 C 6 H 3 ; Tph = 2‐TripC 6 H 4 ; Ba ··· C 3.312(5)–3.424(5) Å] 39. Such interactions have also been observed in Ba aryloxide chemistry 40,41…”
Section: Resultsmentioning
confidence: 99%
“…Triazenes 6a-d were first prepared by an adaptation of different literature procedures, including the treatment of anilines with isoamyl nitrite ( 6a,d ), 32 the nucleophilic attack of anilines on arenediazonium salts in pH-buffered aqueous solutions ( 6c ), 33 and the nucleophilic attack of aryl Grignards on aryl azides ( 6b ). 34 The cycloaddition is then best carried out in a single one-pot operation by the addition of tert -butyl hypochlorite (as the N-chlorinating agent) to a stirred suspension of the triazene 6a-d , alkyne 7a-r , and potassium hexafluorophosphate in dichloromethane at -78°C. Warming to room temperature, filtration of the insoluble inorganic byproducts, and trituration in diethyl ether affords the desired triazolium salts C xy (H + ) 35 (Scheme 6).…”
Section: Resultsmentioning
confidence: 99%
“…It should be noted that simple aromatic azides, for example, 1-azidobenzene, are known [22][23][24] to add nucleophilic reagents (including Grignard and organolithium reagents [25,26] ) and with o-azidobenzonitriles clearly the azido function is more attractive than the nitrile function for the Grignard reagent.…”
mentioning
confidence: 99%