119718-87-5Relevant academic research and scientific papers
Acetoxylation of arylacetonitriles using (diacetoxyiodo)benzene
Varella,Varvoglis
, p. 531 - 534 (1991)
The direct α-acetoxylation of some arylacetonitriles using (diacetoxyiodo)benzene in the presence of dibenzoyl peroxide provides O-acetylated mandelonitriles in good yields.
Zinc tetrafluoroborate-catalyzed efficient conversion of aldehydes to geminal diacetates and cyanoacetates
Ranu, Brindaban C.,Dutta, Jyotirmoy,Das, Arijit
, p. 366 - 367 (2003)
A trace of an aqueous solution of zinc tetrafluoroborate was demonstrated to catalyze the conversion of an aldehyde to its 1,1-diacetate by acetic anhydride without any solvent. A similar reaction of an aldehyde with a mixture of potassium cyanide and acetic anhydride in methylene chloride was also catalyzed by Zn(BF4)2 to provide the corresponding geminal cyanoacetate.
Ionic liquid [bmim]BF4 as an efficient and recyclable reaction medium for the synthesis of O-acetyl cyanohydrin via one-pot condensation of aldehyde, TMSCN, and Ac2O
Shen, Zhi-Liang,Ji, Shun-Jun
, p. 808 - 818 (2009)
Ionic liquid [bmim]BF4 has been demonstrated to be an efficient and environmentally friendly reaction medium as well as reaction promoter for the synthesis of O-acetyl cyanohydrin via one-pot condensation of aldehyde, TMSCN, and Ac2O without Lewis acid or
Asymmetric induction by helical poly(amino acid)s in cyanosilylation of aldehydes
Akagawa, Kengo,Kudo, Kazuaki
, p. 5981 - 5983,3 (2012)
It was first demonstrated that helical poly(amino acid)s have an ability to induce enantioselectivity in the cyanosilylation of aldehydes. The helicity of poly(amino acid)s and the N-terminal amino group were essential for the enantioinduction of the reaction.
Metal complexes as phase transfer catalysts in the synthesis of O-acetylmandelonitrile
Belokon,Moskalenko,Petrosyan,Maleev,Savel'eva,Gagieva,Usanov,Malfanov,Ikonnikov,Bulychev,Saghiyan
, p. 1126 - 1129 (2004)
The asymmetric synthesis of O-acetylated mandelonitrile derivative was accomplished from PhCHO, KCN, and Ac2O in a toluene - water system in the presence of transition metal complexes of Schiff's bases as phase transfer catalysts.
Naturally occurring cyanohydrins, analogues and derivatives as potential insecticides
Peterson, Chris J.,Tsao, Rong,Coats, Joel R.
, p. 615 - 617 (2000)
Several naturally occurring cyanohydrins were tested for fumigation toxicity to two insect species, the house fly (Musca domestica L) and the lesser grain borer (Rhyzopertha dominica (F)). Synthetic analogues of these compounds were tested as well. Most of the cyanohydrins tested were more toxic as fumigants to M domestica and R dominica than chloropicrin; some compounds were nearly as toxic as dichlorvos. Naturally occurring cyanohydrins were among the most toxic tested. (C) 2000 Society of Chemical Industry.
Homochiral metal-organic frameworks for heterogeneous asymmetric catalysis
Dang, Dongbin,Wu, Pengyan,He, Cheng,Xie, Zhong,Duan, Chunying
, p. 14321 - 14323 (2010)
Homochiral crystallizations of two enantiomeric metal-organic frameworks (MOFs) Ce-MDIP1 and Ce-MDIP2 were achieved by using l- or d-BCIP as chiral inductions, respectively, where the chiralities were characterized by solid state CD spectra. Ce-MDIPs exhibit excellent catalytic activity and high enantioselectivity for the asymmetric cyanosilylation of aromatic aldehydes; the homochiral Cd-TBT MOF having l-PYI as a chiral adduct exhibits stereochemical catalysis toward the Aldol reactions.
Asymmetric cyanohydrin synthesis using heterobimetallic catalysts obtained from titanium and vanadium complexes of chiral and achiral salen ligands
Belokon, Yuri N.,Clegg, William,Harrington, Ross W.,Young, Carl,North, Michael
, p. 5287 - 5299 (2007)
Titanium(IV)(salen) and vanadium(V)(salen) complexes are both known to form catalysts for asymmetric cyanohydrin synthesis. When a mixture of titanium and vanadium complexes derived from the same or different salen ligands is used for the asymmetric addit
Asymmetric Cyanosilylation of Aldehydes by a Lewis Acid/Base Synergistic Catalyst of Chiral Metal Clusters
Huang, Kai-Xin,Kong, Xiang-Jian,Li, Jun-Ping,Long, La-Sheng,Weng, Zhen-Zhang,Xie, Jing,Zheng, Lan-Sun
, p. 4121 - 4129 (2022/03/09)
Metal clusters with well-defined crystal structures are extremely useful for studying the synergistic catalytic effects and associated catalytic mechanisms. In this study, two pairs of chiral lanthanide-transition metal clusters (R)/(S)-Co3Ln2(Ln = Tb or Dy) were synthesized using Schiff-base ligands [(R)- or (S)-H3L] with multiple Lewis base sites (O sites). The as-prepared (R)/(S)-Co3Ln2chiral metal clusters exhibited good catalytic functionality in the asymmetric synthesis of chiral cyanohydrins, with high conversions of up to 99% and medium-to-high enantiomeric excess values of up to 78%. The catalysis process followed a mechanism in which the bifunctional metal clusters of (R)/(S)-Co3Ln2, containing Lewis acid sites and Lewis base sites, simultaneously activated the aldehydes and trimethylsilyl cyanide, respectively. Consequently, synergistic catalysis was realized. The enantioselectivity of the different aldehydes and stereochemical configuration of the resulting products are attributed to the formation of a steric chiral pocket via the external chiral ligands on the clusters. In addition, heterogeneous asymmetric cyanosilylation using (R)/(S)-Co3Ln2chiral metal clusters achieved high chemoselectivity and regioselectivity under mild conditions.
Constructing a triangular metallacycle with salen-Al and its application to a catalytic cyanosilylation reaction
Li, Bo,Li, Yang,Qiu, Huayu,Xu, Jun,Yin, Shouchun,Zhang, Jinjin,Zhang, Pengfei,Zhang, Yueyue
supporting information, p. 10399 - 10402 (2021/10/12)
A triangular metallosalen-based metallacycle was constructed in quantitative yield by the self-assembly of a 180° bis(pyridyl)salen-Al complex and a 60° diplatinum(ii) acceptor in a 1?:?1 stoichiometric ratio. This metallacycle was then successfully used to cyanosilylate a wide range of benzaldehydes with trimethylsilyl cyanide.
