Aluminum Derivatives of N-Isopropyl-2-(isopropylamino)troponimine

Dias, H. V. Rasika; Jin, Wiechang; Ratcliff, Robert E.

doi:10.1021/ic00128a022

Cited by 93 publications

(114 citation statements)

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“…[2] Comprehending that this may be due to the necessity of using toxic reagents, such as KCN/NaCN, with [GeCl(L')] for the synthesis of the desired [GeCN(L')], we focused our attention towards synthesizing [GeCN(L')] through a relatively benign route. Thus, we report here the first example of a germanium(II) cyanide complex [GeCN(L)] (2) (L= aminotroponiminate (ATI)) [11] synthesized through a relatively safe route, its ability to activate aldehydes (RCHO), and consequently, its capability to catalyze the cyanosilylation reaction of aldehydes with TMSCN. [12] For the isolation of [GeCN(L)] (2), a novel route that involves the reaction of digermylene oxide complex [{(tBu) 2 ATIGe} 2 O] (1) [13] with TMSCN was designed.…”

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confidence: 99%

Germylene Cyanide Complex: A Reagent for the Activation of Aldehydes with Catalytic Significance

Siwatch

Nagendran

2014

Chemistry A European J

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The first example of a germanium(II) cyanide complex [GeCN(L)] (2) (L=aminotroponiminate (ATI)) has been synthesized through a novel and relatively benign route that involves the reaction of a digermylene oxide [(L)Ge-O-Ge(L)] (1) with trimethylsilylcyanide (TMSCN). Interestingly, compound 2 activates several aldehydes (RCHO) at room temperature and results in the corresponding cyanogermylated products [RC{OGe(L)}(CN)H] (R=H 3, iPr 4, tBu 5, CH(Ph)Me 6). Reaction of one of the cyanogermylated products (4) with TMSCN affords the cyanosilylated product [(iPr)C(OSiMe3 )(CN)H] (7) along with [GeCN(L)] quantitatively, and insinuates the possible utility of [GeCN(L)] as a catalyst for the cyanosilylation reactions of aldehydes with TMSCN. Accordingly, the quantitative formation of several cyanosilylated products [RC(OSiMe3 )(CN)H] (7-9) in the reaction between RCHO and TMSCN by using 1 mol % of [GeCN(L)] as a catalyst is also reported for the first time.

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confidence: 99%

Germylene Cyanide Complex: A Reagent for the Activation of Aldehydes with Catalytic Significance

Siwatch

Nagendran

2014

Chemistry A European J

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“…[16] In this context we were interested in preparing low-valent aminotroponiminato zinc-zinc bonded compounds. Reaction of the aminotroponimines N-isopropyl-2-(isopropylamino)troponimine [{(iPr) 2 ATI}H] [17] and 4-bromo N-isopropyl-2-(isopropylamino)troponimine [{4-BrA C H T U N G T R E N N U N G (iPr) 2 ATI}H] [18] with [(h 5 -Cp*) 2 Zn 2 ] in toluene at room temperature resulted in the formation of [{(iPr) 2 [20] in the 1 H NMR spectra of the complexes, and the IR spectrum had no absorption peak, which is in the typical range for Zn 2 H 2 four-membered-ring systems. [19] Crystals of 1 and 2 suitable for single-crystal X-ray diffraction analysis were obtained from a solution of 1 and 2 in toluene at À30 8C.…”

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confidence: 99%

Aminotroponiminatozinc(I) Complexes: Syntheses and Spectroscopic Analyses

Nayek¹,

Lühl²,

Schulz³

et al. 2011

Chemistry A European J

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“…[29] Treatment of (iPrAT)H with an excess of nBuLi in toluene followed by crystallization from hot toluene resulted in the hexameric species [(iPrAT)Li] 6 (1) (Scheme 2). The new complex has been characterized by standard analytical/spectroscopic techniques, and the solidstate structure was established by single-crystal X-ray diffraction.…”

Section: Resultsmentioning

confidence: 99%

“…Elemental analyses were carried out with an Elementar vario EL III apparatus. 2-(Isopropylamino)tropone [29] and YbCl 3 [30] were prepared according to literature procedures.…”

Section: Methodsmentioning

confidence: 99%