62673-14-7Relevant articles and documents
A simple and efficient room temperature silylation of diverse functional groups with hexamethyldisilazane using CeO2 nanoparticles as solid catalysts
Anbu, Nagaraj,Vijayan, Chellappa,Dhakshinamoorthy, Amarajothi
, (2019/06/08)
In this study, a mild and efficient method is developed for the silylation of diverse functional groups using CeO2 nanoparticles (n-CeO2) as solid catalysts with hexamethyldisilazane (HMDS) as silylating agent at room temperature. Alcohols, phenols and acids are silylated to their respective silyl derivatives with faster reaction rate while amines and thiols required relatively longer reaction time. Moreover, the solid catalyst is easily be separated from the reaction mixture and recycled more than five times without any obvious decay in its activity. Powder X-ray diffraction (XRD), transmission electron microscope (TEM), UV–vis diffuse reflectance spectra (UV-DRS) and Raman analyses revealed identical structural integrity, particle size, absorption edge and valence state for the reused solid compared to the fresh solid catalyst.
Graphene oxide-bound electron-deficient tin(IV) porphyrin: a highly efficient and selective catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane
Zarrinjahan, Alireza,Moghadam, Majid,Mirkhani, Valiollah,Tangestaninejad, Shahram,Mohammadpoor-Baltork, Iraj
, (2017/02/05)
The catalytic activity of graphene oxide-bound tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) is reported. The prepared catalyst was characterized using inductively coupled plasma analysis, scanning electron microscopy, transmission electron microscopy, and Fourier transform infrared and diffuse reflectance UV–visible spectroscopies. This heterogeneous catalyst was used for selective trimethylsilylation of various alcohols and phenols with HMDS in short reaction times and high yields. Also, the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. The chemoselectivity of this catalytic system in the silylation of primary alcohols in the presence of secondary and tertiary alcohols and also phenols was investigated.
Chlorozincate(II) acidic ionic liquid: Efficient and biodegradable silylation catalyst
Abbasi, Faezeh,Azizi, Najmedin,Abdoli-Senejani, Masumeh
, (2017/09/30)
A practical and highly efficient silylation of alcohol and phenol derivatives with hexamethyldisilazane (HMDS) using acidic ionic liquids under mild reaction conditions is described. A series of Br?nsted as well as Br?nsted–Lewis acidic ionic liquids were prepared and their performance investigated for the silylation of a wide variety of alcohols and phenols with HMDS. Imidazole- as well as N-methyl-2-pyrrolidone-based acidic ionic liquids have a higher catalytic activity for the protection of sensitive, hindered alcohols and phenols, thus providing an environmentally begin and versatile alternative to current acid catalysts. In addition, the acidic ionic liquids are reusable, being recovered easily and reused several times without significant deterioration in catalytic activity.
Preparation and characterization of a RHA/TiO2 nanocomposite: Introduction of an efficient and reusable catalyst for chemoselective trimethylsilyl protection and deprotection of alcohols and phenols
Seddighi, Mohadeseh,Shirini, Farhad,Goli-Jolodar, Omid
, p. 23564 - 23570 (2016/03/12)
In this work, rice husk ash (RHA), as a natural source of amorphous silica, was used as a support for the synthesis of anatase-phase titania nanoparticles leading to the RHA/TiO2 nanocomposite. This nanocomposite was used as an efficient catalyst for the chemoselective trimethylsilylation of various alcohols and phenols and deprotection of the obtained trimethylsilyl ethers. The procedure gave the products in excellent yields in very short reaction times. Also this catalyst can be reused at least six times without loss of its catalytic activity.
Selective silylation of alcohols, phenols and oximes using N-chlorosaccharin as an efficient catalyst under mild and solvent-free conditions
Aghapour, Ghasem,Moghaddam, Ali Kazemi,Nadali, Samaneh
, p. 197 - 203 (2015/05/12)
Efficient silylation of OH group in alcohols, phenols and oximes is described using a catalytic amount of N-chlorosaccharin and hexamethyldisilazane (HMDS) under mild and solvent-free conditions. This silylation reaction can be carried out with excellent and interesting various selectivities.
Polystyrene-gallium trichloride complex: A mild, highly efficient, and recyclable polymeric lewis acid catalyst for chemoselective silylation of alcohols and phenols with hexamethyldisilazane
Rahmatpour, Ali,Vakili, Ali,Azizian, Setare
, p. 443 - 451 (2013/12/04)
Polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this he
A mild and highly efficient method for the preparation of silyl ethers using Fe(HSO4)3/Et3N by chlorosilanes
Abri, Abdolreza,Assadi, Mohammad Galeh,Pourreza, Samira
, p. 1449 - 1454 (2013/03/13)
Avery efficient and mild procedure for preparation of silyl ethers from benzylic, allylic, propargilic alcohols, phenols, naphtoles and some of phenolic drugs with trimethylsilylchloride (TMSCl), triethylsilylchloride (TESCl) and t-buthyldimethylsilyl chloride (TDSCl) ethers in the presence of Fe(HSO 4)3/Et3N in roomtemperature in excellent yields is reported. This procedure also allows the excellent selectivity for silylation of alcohols and phenols.
P2O5/SiO2 as an efficient and mild catalyst for trimethylsilylation of alcohols using hexamethyldisilazane
Eshghi, Hossein,Rahimizadeh, Mohammad,Ghadamyari, Zohreh,Shiri, Ali
, p. 1435 - 1439 (2013/02/22)
The protection of alcohols with hexamethyldisilazane (HMDS) in the presence of P2O5/SiO2 at very mild and ambient condition with short reaction times is accomplished in excellent yields. P 2O5/SiOsub
Alum: An efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane
Yang, Xiaojuan,Liang, Jinying
experimental part, p. 228 - 230 (2012/08/07)
A highly convenient method for the trimethylsilylation of alcohols and phenols via treatment by hexamethyldisilazane in the presence of alum as a catalyst has been developed. A wide variety of hydroxyl groups were selectively protected in CH3CN under mild conditions.
Poly(4-vinylpyridine) catalyzed chemoselective O-TMS protection of alcohols and phenols and N-Boc protection of amines
Shirini, Farhad,Khaligh, Nader Ghaffari
, p. 495 - 502 (2013/02/22)
Poly(4-vinylpyridine) (PVP) acts as an efficient and reusable catalyst for the selective and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) and N-tert-butoxycarbonylation of amines with (Boc)2O. All reactions were performed under mild conditions in good to high yields. Iranian Chemical Society 2012.
