Case of an acid-free cationic polymerization of alkenes. An efficient preparation of poly-β-pinene in hexafluoroisopropanol medium

Miroshnichenko, A. V.; Tumanov, Vasily V.; Men’shov, V. M.; Smit, W. A.

doi:10.1007/s10965-012-9884-7

Cited by 11 publications

(7 citation statements)

References 12 publications

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“…Because of their unique solvating properties, 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP) and HFIP/water mixtures have been employed as solvents for synthetic transformations and for the study of protein structures . HFIP/water mixtures have also played a key role in solvolytic studies due to their high ionizing powers and low nucleophilicities, which allowed one to investigate S N 1 reactions of substrates which solvolyze with nucleophilic solvent assistance in other media .…”

Section: Introductionmentioning

confidence: 99%

Solvent nucleophilicities of hexafluoroisopropanol/water mixtures

Ammer

Mayr

2012

J of Physical Organic Chem

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First‐order rate constants k1 for the trapping of various donor‐ and acceptor‐substituted benzhydrylium ions in mixtures of 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP) and water ranging from 50 to 99% HFIP (w/w) were determined by laser flash photolytic generation of benzhydrylium ions from benzhydryl triarylphosphonium salts in these solvents. From these rate constants, we derived the solvent‐specific reactivity parameters N1 and sN for HFIP/water mixtures as defined by the linear free energy relationship lg k1(20 °C) = sN(N1 + E). Copyright © 2012 John Wiley & Sons, Ltd.

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Section: Introductionmentioning

confidence: 99%

Solvent nucleophilicities of hexafluoroisopropanol/water mixtures

Ammer

Mayr

2012

J of Physical Organic Chem

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“…The weight averaged molecular weight (M w ) of the resulting polymer was found to be significantly higher and also less varied than that made by traditional Lewis-acid catalysed cationic polymerisation processes. 101 However, -pinene, also isolated in large quantities from turpentine, cannot be polymerised directly. Kamigaito and co-workers have recently developed a selective ring-opening radical polymerisation of pinocarvone, which is easily obtained from -pinene by visible light photooxidation (Box 2d).…”

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confidence: 99%

Hexafluoroisopropanol as a highly versatile solvent

et al. 2017

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Hexafluoroisopropanol (HFIP) has recently become a very popular solvent with uses in many different applications; analysis shows that it possesses a wide range of interesting and unique properties. In this Perspective we detail the main uses of HFIP in the natural sciences and disclose the underlying principles that give it such wide appeal. Accordingly, we will show the broad usage and beneficial effects of HFIP in different fields such as organic, inorganic or physical chemistry, chemical biology and polymer science.

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“…These selective solvation properties can lead to enhanced rates of chemical reaction in these solvents, if a key reactant is poorly solvated. [64][65][66][67] Fig. 6(f) shows the FGIP for chloroform.…”

Section: Functional Group Interaction Profilesmentioning

confidence: 99%