QSPR modeling of enthalpies of formation for organometallic compounds by SMART‐based optimal descriptors

Toropov, Andrey A.; Toropova, Alla P.; Benfenati, Emilio; Manganaro, Alberto

doi:10.1002/jcc.21263

Cited by 10 publications

(2 citation statements)

References 23 publications

(32 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…While the computational estimation of the molecular properties of transition metal compounds can, to some extent, be performed from low dimensionality chemical representations, such as 2D of even line notations, [154][155][156] accessing high accuracy molecular modeling methods requires the creation of 3D models. Therefore, the preparation of initial guess geometries from low dimensionality chemical representations has been a mandatory step since the early stages of molecular modeling, and a number of tools have been developed in response to this need.…”

Section: Introductionmentioning

confidence: 99%

Automated Design of Realistic Organometallic Molecules from Fragments

Foscato

Occhipinti

Venkatraman

et al. 2014

J. Chem. Inf. Model.

View full text Add to dashboard Cite

A method for the automated generation of realistic, synthetically accessible transition metal and organometallic complexes is described. Computational tools were designed to generate molecular fragments, preferably harvested from libraries of existing, stable compounds, to be used as building blocks for the construction of new molecules. These fragments are enriched with information about the number and type of possible connections to other fragments and are stored in library files. When connecting fragments in the subsequent building process, compatibility matrices, which define the connection rules between fragments, are used to delineate organometallic fragment spaces from which molecules can be generated in an automated fashion. The approach is flexible and allows ample structural variation at the same time as the combination of known fragments is easily restrained to avoid generation of exotic and unrealistic substructures and molecules. The method was tested in the generation of ruthenium complexes, with a given coordination environment, which can serve as candidates in catalyst development. The results demonstrate that molecules generated with the described method do not contain exotic arrangements of atoms and are by far more realistic than those obtained by the application of valence rules alone.

show abstract

Section: Introductionmentioning

confidence: 99%

Automated Design of Realistic Organometallic Molecules from Fragments

Foscato

Occhipinti

Venkatraman

et al. 2014

J. Chem. Inf. Model.

View full text Add to dashboard Cite

show abstract

“…While this operation can be performed with various chemical representations, that may or may not include atomic coordinates, the evaluation of generated candidates and the identification of the most promising candidates may require the complete three-dimensional (3D) molecular structure. In fact, while analysis of two-dimensional (2D) structures, or even string-like chemical representations, , may provide good estimates of some molecular properties, high accuracy of calculated molecular properties in general can only be obtained based on 3D structures. ,, In addition, since automated design tools are likely to arrive at new chemical compounds, for which no experimental structural characterization exists, the 3D models have to be generated on-the-fly.…”

Section: Introductionmentioning

confidence: 99%

Automated Building of Organometallic Complexes from 3D Fragments

Foscato

Venkatraman

Occhipinti

et al. 2014

J. Chem. Inf. Model.

View full text Add to dashboard Cite

A method for the automated construction of three-dimensional (3D) molecular models of organometallic species in design studies is described. Molecular structure fragments derived from crystallographic structures and accurate molecular-level calculations are used as 3D building blocks in the construction of multiple molecular models of analogous compounds. The method allows for precise control of stereochemistry and geometrical features that may otherwise be very challenging, or even impossible, to achieve with commonly available generators of 3D chemical structures. The new method was tested in the construction of three sets of active or metastable organometallic species of catalytic reactions in the homogeneous phase. The performance of the method was compared with those of commonly available methods for automated generation of 3D models, demonstrating higher accuracy of the prepared 3D models in general, and, in particular, a much wider range with respect to the kind of chemical structures that can be built automatically, with capabilities far beyond standard organic and main-group chemistry.

show abstract