Tropolone monomer

Computational study of keto–enol equilibria of tropolone in gas and aqueous solution phase

“…Another example of a molecule that is of widespread interest is provided by tropolone [10] (2-hydroxy-2,4,6-cycloheptatrien-1-one), a seven-membered cyclic analogue of hydroxycyclopropenone. This interest [11][12][13][14][15][16][17][18][19][20][21][22] has flourished largely due to the experimental detection of vibrational state-specific spectroscopic tunnelling doublets in its ultraviolet and infrared spectra, which in turn has spawned research into multi-dimensional tunneling dynamics. Other important motivations for the study of tropolone and its derivatives are due to the fact that they are found throughout nature, and a few investigations which have been carried out on these compounds have shown that they exhibit anti-tumour activities [23], phytogrowth inhibitory behaviour [24], and strong insecticidal properties [25].…”

Theoretical Study of Multidimensional Proton Tunnelling in Benzoic Acid Dimer

“…From the theoretical point of view proton transfer in the ground electronic state is more easily tractable. Extensive experimental and theoretical studies have been reported for multidimensional proton tunneling in tropolone [3][4][5][6][7][8][9][10][11][12][13]. Vener et al [10] studied theoretically multidimensional proton tunneling in tropolone by using adiabatic separation of variables.…”

Coherent Proton Tunneling in Hydrogen Bonds of Isolated Molecules: Malonaldehyde and Tropolone

“…The absence of other assignable tunneling doublets in the IR spectra of Ne-isolated TRN is attributed to the above noted total damping of the gas phase coherent tunneling splittings D V < 2.5 cm -1 by couplings to the Ne matrix [82]. In Ar matrices the peaks show shifting, broadening, and sometimes structure relative to the Ne matrix data [24]. …”

“…1.5 shows peaks appear in the region. Vibrational assignments [34,86] were proposed on the basis of (i) gas phase IR spectra at lower frequencies, (ii) moderately high level MO computations, (iii) two-laser fluorescence dip IR spectra (FDIRS) of jet-cooled TRN(OH) and TRN(OD) by Frost et al [33], (iv) the IR spectra of Ne matrix-isolated samples [24], and (v) the results of independent theoretical computations of the spectral doublet for the OH stretching fundamental. The weak OH stretching fundamental assigned in Fig.…”

“…MA has 21 and TRN has 39 internal coordinates available for coupling into their tunneling processes. MA, with a developing experimental base [9][10][11][12][13][14][15][16][17][18][19][20][21], holds a computational edge over TRN which currently stands alone in its size group for its catalog of spectroscopic tunneling structures [22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38][39]. With 15 atoms TRN is reasonably expected to model elements of the intramolecular dynamical behavior occurring in much larger molecules, and it is amenable to high level experimental and theoretical studies.…”