108946-03-8Relevant academic research and scientific papers
The addition of terminal alkynes to dimesitylfluorenylidenegermane
Tashkandi, Nada Y.,Pavelka, Laura C.,Hanson, Margaret A.,Baines, Kim M.
, p. 462 - 470 (2014/06/10)
A variety of terminal alkynes were added to dimesitylfluorenylidenegermane, Mes2Ge=CR2 (where CR2 = fluorenylidene).The addition of phenylacetylene and 1-hexyne to Mes2Ge=CR2 gave a germacyclohexene v
Addition of aldehydes to germenes: The influence of solvent
Allan, Christopher J.,Reinhold, Crispin R.W.,Pavelka, Laura C.,Baines, Kim M.
, p. 3010 - 3017 (2011/07/08)
The addition of trans-(2-phenylcyclopropyl) carboxaldehyde to dimesitylfluorenylidenegermane produced four diastereomers of a 1,2-oxagermin, 7a-d, 2,2,4,4- tetramesityl-1,3-dioxadigermetane (8), and fluorenylidene- (trans-2-phenylcyclopropyl)methane (9). The ratio of the products showed a strong dependence on the solvent: 7a-d were formed almost exclusively when ether or benzene was used as the solvent for the reaction, whereas 1,3-dioxadigermetane 8 and alkene 9 were the major products formed in THF. A mechanism is proposed to account for the observations.
Reactions of germenes with some para-quinones: Formation of a tricyclic compound from 1,4-benzoquinone undergoing an unexpected rearrangement
Ghereg, Dumitru,Andre, Erwan,Ech-Cherif El Kettani, Sakina,Saffon, Nathalie,Lazraq, Mohamed,Ranaivonjatovo, Henri,Gornitzka, Heinz,Miqueu, Karinne,Sotiropoulos, Jean-Marc,Escudie, Jean
, p. 4849 - 4857 (2011/01/13)
Germenes Mes2Ge=CR2 1a (Mes = 2,4,6-trimethylphenyl; CR2 = fluorenylidene) and Mes2Ge=CR′2 1b (CR′2 = 2,7-di-tert-butylfluorenylidene) react with 1,4-benzoquinone and 2,3,5,6-tetramethyl-1,
Reactions of germenes with various naphthoquinones controlled by substituent effects
Ghereg, Dumitru,Gornitzka, Heinz,Ranaivonjatovo, Henri,Escudie, Jean
, p. 2016 - 2022 (2010/05/15)
The germene Mes2GeCR21 (Mes = 2,4,6-trimethylphenyl, CR2 = fluorenylidene) reacts with 5-methoxy-1,4-naphthoquinone to yield, via the o-quinodimethane 8, the endoperoxyde 9 by simple reaction with molecular oxygen. By contrast, 1 with 2,3-dichloro-1,4-naphthoquinone gives the tetracyclic compound 7 by a double [2 + 4] cycloaddition between the GeC double bond and the conjugated system OC-CHCH. The new steric demanding germene Mes2GeCR′25 (CR′2 = 2,7-di-tert-butylfluorenylidene) undergoes similar [2 + 4] cycloadditions with various substituted or unsubstituted naphthoquinones, leading to tetracyclic adducts 10-12. The germene 5, the endoperoxide 9 and the cycloadducts 10 and 12 have been structurally characterized.
An unexpected epoxidation of benzil derivatives in their reaction with a germene
El Kettani, Sakina Ech-Cherif,Lazraq, Mohamed,Ouhsaine, Fatima,Gornitzka, Heinz,Ranaivonjatovo, Henri,Escudie, Jean
, p. 4064 - 4066 (2009/06/28)
The germene Mes2Ge?CR2 (Mes = 2,4,6-trimethylphenyl, CR2 = fluorenylidene) reacts with various benzil derivatives to lead to germanium-containing bicyclic epoxides by an unexpected new type of epoxidation reaction. The 2008 Royal Society of Chemistry.
Versatile reactivity of the germene Mes2Ge=CR2 toward esters and related carbonyl derivatives
El Kettani, Sakina Ech-Cherif,Lazraq, Mohamed,Ranaivonjatovo, Henri,Escudie, Jean,Gornitzka, Heinz,Ouhsaine, Fatima
, p. 3729 - 3734 (2008/10/09)
Dimesitylfluorenylidenegermane, MeS2Ge=CR2 (1; Mes -2,4,6-trimethylphenyl, CR2 = fluorenylidene), undergoes a [2 + 4] cycloaddition with the C=CC=O system of α-ethylenic esters such as methyl acrylate, dimethyl maleate and dimethyl fumarate, and diethyl fumarate, leading to the 1,2-oxagerma-5-cyclohexenes 2 and 3a,b, respectively. With diethyl oxalate, maleic anhydride, and cyclopent-2-ene-1,3-dione [2 + 2] cycloadditions are observed between the Ge=C double bond and the carbonyl function, with formation of 1,2-oxagermetanes 4-6, respectively. In the last case, a double [2 + 2] cycloaddition on both CO groups to form a tricyclic compound occurs with excess germene. Germene 1 reacts exclusively by an ene reaction with 2-methyl-l,3-pentadione to give the corresponding (germyloxy)cyclopentenone 8.
From germenes to transient germanimines
Lazraq, Mohamed,Couret, Claude,Declercq, Jean Paul,Dubourg, Antoine,Escudie, Jean,Riviere-Baudet, Monique
, p. 845 - 848 (2008/10/08)
Reactions of diazo compounds R2CN2 (R2C: fluorenylidene) or Ph2CN2 with germene MeS2Ge=CR2 (1) lead to cyclodigermazanes 4 or 14 probably via transient germanimines 5 or 13 with evolution of carbene CR2 from 1. Cyclodigermazane 4 has been isolated in the form of the cis isomer 4a, which isomerizes slowly in solution to the trans isomer 4b. 4a has been characterized by X-ray diffraction: C62H60Ge2N4·2C 4H10O; Mr = 1154.6, orthorhombic, Aba2, a = 21.926 (3), b = 23.134 (3), c = 12.439 (2) A?; V = 6310 (1) A?3, Z = 4, D(calcd) = 1.21 g·cm-3, λ? (Cu Kα) = 1.54178 A?, μ = 1.6 mm-1, F(000) = 2432, T = 295 K, final R = 0.039, for 2896 observed reflections.
