109283-53-6Relevant articles and documents
Nitrogen ligand complexes of metal chlorides as effective catalysts for the highly regio- and chemoselective silylation of hydroxyl groups with hexamethyldisilazane (HMDS) at room temperature
Firouzabadi,Sardarian,Khayat,Karimi,Tangestaninejad
, p. 2709 - 2719 (1997)
Zn(bipy)3Cl2, Fe(bipy)Cl3, and Fe(tpp)Cl are effective catalysts for silylation of hydroxy groups with HMDS at room temperature in dry CH3CN. High selectivity is observed between primary and secondary hydroxy fu
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)
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.
Trimethylsilylazide: A Highly Reactive Silylating Agent for Primary and Secondary Alcohols
Sinou, D.,Emziane, M.
, p. 1045 - 1046 (1986)
Trimethylsilylazide reacts very rapidly with primary and secondary alcohols at room temperature to give high yields of trimethylsilyl ethers.
Al(HSO4)3 as an efficient reagent for the selective trimethylsilylation of primary alcohols under solvent-free conditions
Shirini, Farhad,Zolfigol, Mohammad Ali,Abedini, Masoumeh
, p. 2299 - 2302 (2005)
Primary alcohols are selectively trimethylsilylated using Hexamethyldisilazane (HMDS) in the presence of a catalytic amount of Al(HSO 4)3 under solvent free conditions. Copyright Taylor & Francis Inc.
Indium tribromide: An efficient catalyst for the silylation of hydroxy groups by the activation of hexamethyldisilazane
Yadav,Reddy,Basak,Baishya,Venkat Narsaiah
, p. 3831 - 3834 (2006)
A variety of substrates containing hydroxy groups have been protected as their corresponding trimethylsilyl ethers using 1,1,1,3,3,3-hexamethyldisilazane in the presence of indium tribromide. The catalyst indium tribromide activates the 1,1,1,3,3,3-hexamethyldisilazane and accelerates the reaction under mild reaction conditions at room temperature. Georg Thieme Verlag Stuttgart.
Zinc mediated reactions in organic synthesis: Efficient synthesis of silyl ethers under mild conditions
Bandgar, Babasaheb Pandurang,Chavare, Satish Navnath,Pandit, Shivaji Sandu
, p. 125 - 128 (2005)
General and practical method for the syn the sis of silyl ethers in the presence of zinc powder under mild conditions has been described.
Natural kaolinitic clay : A mild and efficient catalyst for the tetrahydropyranylation and trimethylsilylation of alcohols
Upadhya,Daniel,Sudalai,Ravindranathan,Sabu
, p. 4539 - 4544 (1996)
Natural kaolinitic clay possessing transition metals such as Fe, Ti in its lattice has been found to catalyze efficiently the protection of a variety of alcohols with 2,3-dihydro-4H-pyran (DHP) and hexamethyldisilazane (HMDS) at ambient conditions.
Silylation of Alcohols, Phenols, and Silanols with Alkynylsilanes – an Efficient Route to Silyl Ethers and Unsymmetrical Siloxanes
Kuciński, Krzysztof,Stachowiak, Hanna,Hreczycho, Grzegorz
, p. 4042 - 4049 (2020/07/04)
The formation of several silyl ethers (alkoxysilanes, R3Si-OR') and unsymmetrical siloxanes (R3Si-O-SiR'3) can be catalyzed by the commercially available potassium bis(trimethylsilyl)amide (KHMDS). The reaction proceeds via direct dealkynative coupling between various alcohols or silanols and alkynylsilanes, with a simultaneous formation of gaseous acetylene as the sole by-product. The dehydrogenative and dealkenative coupling of alcohols or silanols are well-investigated, whilst the utilization of alkynylsilanes as silylating agents has never been comprehensively studied in this context. Overall, the presented system allows the synthesis of various attractive organosilicon compounds under mild conditions, making this approach an atom-efficient, environmentally benign, and sustainable alternative to existing synthetic solutions.
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.
Fast and efficient method for Silylation of alcohols and phenols with HMDS in the presence of bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides
Zeynizadeh, Behzad,Sorkhabi, Serve
, p. 127 - 135 (2018/02/06)
Bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides were used efficiently for rapid and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) in CH3CN. All reactions were carried out at room temperature within immediate-120?min timeframe to afford trimethylsilyl ether derivatives in high to excellent yields. Investigation of the results exhibited that the prepared bis-thiourea metal complexes show the activity as Co(tu)2Cl2> Ni(tu)2Cl2> Cu(tu)2Cl2> Zn(tu)2Cl2 in their silylation reactions.
