Computational study of bond dissociation enthalpies for lignin model compounds: β-5 Arylcoumaran

Recent innovations in analytical methods for the qualitative and quantitative assessment of lignin

“…Extensive experimental and theoretical studies were conducted on phenethyl phenyl ether (PPE), a model for the lignin β-O-4 linkage [210,211]. Beste and coworkers have illustrated the substitution effects of homolysis on PPE [211] and β-5 model compounds [212]. Homolytic cleavage reactions and chain-propagating steps in the thermal degradation of substituted β-O-4 linked dilignols and the concerted pyrolysis mechanisms for fully substituted G, S, and H type lignin compounds were investigated using quantum chemical calculations [213].…”

Lignin pyrolysis reactions

“…Recently, many papers have reported theoretical calculations of the bond dissociation energies (BDEs) for linkages in lignin related compounds [61][62][63][64][65][66][67][68][69][70]. These include calculations of α-O-4, β-O-4, 4-O-5, β-aryl, phenylcoumaran, pinoresinol, dibenzodioxocin type dimers.…”

A theoretical study on bond dissociation enthalpies of coal based model compounds

“…Many experimental and theoretical studies on model compounds have been carried out, including aromatic hydrocarbon compounds [11][12][13][14][15][16][17][18][19][20][21][22][23], ethers compounds (aromatic ethers [24][25][26][27][28][29][30][31] and ester ethers [32,33]), carboxylic acids [34], and heterocyclic aromatic compounds [35][36][37][38] bond dissociation enthalpies (BDE) of the oxygen-carbon and carbon-carbon bonds in substituted phenethyl phenyl ethers (PPEs) which representing the dominant b-O-4 ether linkage [28], and C a AO and C a AC b BDEs for a series of b-5 arylcoumaran [29]. They also examined the substituent effects on these bond dissociation enthalpies.…”