1538-74-5Relevant articles and documents
The role of μ-hydroxy and μ-alkoxy binuclear complexes in tin(IV)-catalysed urethane formation
Houghton, Roy P.,Mulvaney, Andrew W.
, p. 107 - 113 (1996)
It is proposed that at the catalyst concentrations normally used the distannoxane-catalysed formation of urethanes from isocyanates and alcohols involves the monomeric form of the distannoxane rather than the dimeric form as previously suggested, and that
Noncatalytic and Autocatalytic Rate Constants of the Reaction of Phenyl Isocyanate with Butan-1-ol
Samuilov, A. Ya.,Samuilov, Ya. D.
, p. 1749 - 1753 (2018)
The kinetics of the reaction of phenyl isocyanate with butan-1-ol have been studied in the temperature range from 30 to 60°C. The rate constants of the noncatalytic and autocatalytic reaction paths have been determined from the concentration dependences o
Syntheses of polycarbonate and polyurethane precursors utilizing CO2 over highly efficient, solid as-synthesized MCM-41 catalyst
Srivastava,Srinivas,Ratnasamy
, p. 4213 - 4217 (2006)
As-synthesized MCM-41 was used as a reusable, heterogeneous catalyst for the eco-friendly synthesis of cyclic carbonate precursors of polycarbonates via a cycloaddition reaction of CO2 with epoxides. This catalyst is also efficient for the synt
MECHANISTIC INVESTIGATION OF DISTANNOXANE-CATALYZED URETHANE FORMATION STUDIED BY (119)Sn NMR SPECTRA
Otera, Junzo,Yano, Toru,Okawara, Rokuro
, p. 901 - 904 (1985)
The mechanism of urethane formation catalyzed by tetraorganodistannoxanes was investigated.The (119)Sn NMR spectra and the model reaction between methanol and phenyl isocyanate revealed that the formation of the alkoxy distannoxanes is the initial step.
Kinetics of the Spontaneous Urethane Formation
Thiele, Lothar
, p. 865 - 874 (1992)
The kinetics of the reaction of phenylisocyanate with 1-butanol have been studied at low concentrations in carbon tetrachloride solution at three temperatures.The present paper describes the relation between the reaction rate and the concentration of the
A practical organotin(IV) catalyst for urethan and polyurethan technology
Roy,Majumdar
, p. 333 - 340 (1994)
Diallyltin(IV)di(2-ethyl hexanoate) 1, an air and moisture stable compound efficiently catalyses the addition of aryl isocyanates to various alcohols giving rise to substituted urethans in good to excellent yields.
Catalytic production of urethanes from amines and alkyl halides in supercritical carbon dioxide
Yoshida, Masaaki,Hara, Namiko,Okuyama, Sanae
, p. 151 - 152 (2000)
Some common onium salts catalysed selective urethane production from amines and alkyl halides in supercritical carbon dioxide, which acted not only as an alternative to organic solvents but also as a phosgene replacement; the reaction efficiency was 50-10
N-Aryl and N-Alkyl Carbamates from 1 Atmosphere of CO2
Chen, Ming-Yu,Choe, Yoong-Kee,Choi, Jun-Chul,Fukaya, Norihisa,Hamura, Satoshi,Koizumi, Hiroki,Matsumoto, Kazuhiro,Matsumoto, Seiji,Shigeyasu, Shinji,Takeuchi, Katsuhiko,Yuan, Hao-Yu
supporting information, p. 18066 - 18073 (2021/12/08)
We have successfully isolated and characterized the zinc carbamate complex (phen)Zn(OAc)(OC(=O)NHPh) (1; phen=1,10-phenanthroline), formed as an intermediate during the Zn(OAc)2/phen-catalyzed synthesis of organic carbamates from CO2, amines, and the reusable reactant Si(OMe)4. Density functional theory calculations revealed that the direct reaction of 1 with Si(OMe)4 proceeds via a five-coordinate silicon intermediate, forming organic carbamates. Based on these results, the catalytic system was improved by using Si(OMe)4 as the reaction solvent and additives like KOMe and KF, which promote the formation of the five-coordinated silicon species. This sustainable and effective method can be used to synthesize various N-aryl and N-alkyl carbamates, including industrially important polyurethane raw materials, starting from CO2 under atmospheric pressure.
Zn(ii)@TFP-DAQ COF: An efficient mesoporous catalyst for the synthesis of: N -methylated amine and carbamate through chemical fixation of CO2
Sarkar, Priyanka,Chowdhury, Arpita Hazra,Riyajuddin, Sk.,Biswas, Surajit,Ghosh, Kaushik,Islam, Sk. Manirul
, p. 744 - 752 (2020/01/31)
Selective N-methylation and carbamate formation reactions were demonstrated via the chemical incorporation of CO2 using a Zn-loaded TFP-DAQ COF (covalent organic framework) as an active catalyst under mild reaction conditions. The selective N-methylation and N-formylation reactions were performed by simply varying the type of solvent. The Zn(ii)@TFP-DAQ COF catalyst was characterized via different characterization techniques such as PXRD, FTIR, UV-vis, N2 adsorption-desorption studies, FESEM and TEM. The catalyst material showed pores in the mesoporous region with a high surface area of 1117.375 m2 g-1. The as-synthesized material was applied as a cheap catalyst for the N-methylation of secondary amines and in carbamate formation reactions with high yields of the desired products up to 98.5% and 97%, respectively, with >99% selectivity. The catalyst was found to be completely heterogeneous and reusable for multiple reaction cycles.
Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride
Dindarloo Inaloo, Iman,Esmaeilpour, Mohsen,Majnooni, Sahar,Reza Oveisi, Ali
, p. 5486 - 5491 (2020/09/04)
A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.
