• No results found

Catalytic allylation of phenols : chloride-free route towards epoxy resins

N/A
N/A
Protected

Academic year: 2021

Share "Catalytic allylation of phenols : chloride-free route towards epoxy resins"

Copied!
3
0
0

Bezig met laden.... (Bekijk nu de volledige tekst)

Hele tekst

(1)

Catalytic allylation of phenols : chloride-free route towards epoxy resins

Rijn, J.A. van

Citation

Rijn, J. A. van. (2010, September 14). Catalytic allylation of phenols : chloride-free route towards epoxy resins. Retrieved from https://hdl.handle.net/1887/15943

Version: Corrected Publisher’s Version

License: Licence agreement concerning inclusion of doctoral thesis in the Institutional Repository of the University of Leiden

Downloaded from: https://hdl.handle.net/1887/15943

Note: To cite this publication please use the final published version (if applicable).

(2)

List of abbrevations

2,2-dppp 2,2-bis(diphenylphosphino)propane

2,2-dpp 2,2-diphosphinopropane

2,3-dppb 2,3-bis(diphenylphosphino)butane 2,4-dpppt 2,4-bis(diphenylphosphino)pentane

Ac acetyl

An anisyl

Ar aromatic

binap 2,2'-bis(diphenylphosphino)-1,1'-binaphtyl

BPA Bisphenol A

Bu butyl

cod 1,5-cyclooctadiene

Cp η5-cyclopentadienyl

Cp* η5-pentamethylcyclopentadienyl

CP MAS Cross Polarization Magic Angle Spinning

DVB 1,4-divinylbenzene

CSD Cambridge Structural Database

Cy cyclohexyl

DAE diallyl ether

dba dibenzylideneacetone

dcpe 1,2-bis(dicyclohexylphosphino)ethane

DEAD diethylazodicarboxylate

DFT density functional theory

dmdpp 2,2-dimethyl-1,3-diphosphinopropane dmpp 1,3-bis(dimethylphosphino)propane

dpb 1,4-diphosphinobutane

dpe 1,2-diphosphinoethane

dpm diphosphinomethane

dpp 1,3-diphosphinopropane

dppb 1,4-bis(diphenylphosphino)butane

dppdep 2,2-diethyl-1,3-bis(diphenylphosphino)propane dppdmp 2,2-dimethyl-1,3-bis(diphenylphosphino)propane dppe 1,2-bis(diphenylphosphino)ethane

dppf 1,1’-bis(diphenylphosphino)ferrocene dppib (diphenylphosphino)isobutene

dppm bis(diphenylphosphino)methane

dppp 1,3-bis(diphenylphosphino)propane dpppe bis(2-diphenylphosphinophenyl) ether

dpptms α,α’-bis(diphenylphosphino)tetramethylsilane dtbpe 1,2-bis(di-tert-butylphosphino)ethane

dtbpp 1,3-bis(di-tert-butylphosphino)propane ECH epichlorohydrin (= 2-[chloromethyl]oxirane)

Et ethyl

(3)

GC gas chromatography

gem geminal

h hour(s)

HPLC high performance liquid chromatography

ICP-AES inductively coupled plasma atomic emission spectrometry

Me methyl

MS mass spectrometry

NMR nuclear magnetic resonance

o ortho

o-EtOdppe 1,2-bis(di-o-ethoxyphenylphosphino)ethane o-Medppp 1,3-bis(di-o-methylphenylphosphino)propane

o-MeOdppdmp 1,3-bis(di-o-methoxyphenylphosphino)-2,2-dimethylpropane o-MeOdppe 1,2-bis(di-o-methoxyphenylphosphino)ethane

o-MeOdppm bis(di-o-methoxyphenylphosphino)methane o-MeOdppp 1,3-bis(di-o-methoxyphenylphosphino)propane

OTs para-toluenesulfonate

p para

PES potential energy surface

Ph phenyl

p-MeOdppp 1,3-bis(di-p-methoxyphenylphosphino)propane

PP bidentate phosphine ligand

PPh3 triphenylphosphine

ppm parts per million

Pr propyl

tert tertiary

THF tetrahydrofuran

TMS tetramethylsilane

TOF turnover frequency (definition: mol of product formed per mol of catalyst precursor per hour)

tol tolyl

TON turnover number (definition: maximum formed mol of product per mol of catalyst precursor)

xantphos 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene

Referenties

GERELATEERDE DOCUMENTEN

It appears that catalysts containing bidentate phosphine ligands having geminal dialkyl substituents at the central atom of a C 3 -bridging group of the phosphine

It was surprisingly found that the highly active allyl alcohol redox isomerization catalyst [RuCp(PPh 3 ) 2 ](OTs) upon addition of a catalytic amount of a strong

It is shown that apart from phenols, primary, secondary and even tertiary aliphatic alcohols can be successfully allylated with allyl alcohol or diallyl ether

The liquid phase reaction mixture containing the complex leached from the support was separately tested for catalytic activity, but showed no conversion of added 1-octanol and

The energy profile of the reductive elimination of o-allyl phenol (9a) or allyl phenyl ether (8a) from a [Ru(IV)Cp(PP)(allyl)(OPh)] + species towards

When dppdmp is added to Pd(dba) 2 (entry 1), a similar conversion with high selectivity is reached compared to the reactions in which Pd(OAc) 2 is used as

When a diallyl ether / toluene mixture is used as the solvent, the reaction is completely selective for O- allylation, however, conversion of 1 after 3 hours

The two steps in the allylation mechanism which determine activity and selectivity of catalytic allylations reaction with [RuCp(PP)] + complexes are (i) oxidative