Theoretical study of olefin protonation reactions confined inside mordenite zeolite by energy decomposition analysis

The hetero-Diels–Alder reactions of butadiene with Fe(CO)3-coordinated formylbutadiene and formyltrimethylenemethane catalyzed by Lewis acids have been theoretically studied through density functional calculations. The results obtained show that, for the reaction with (formylbutadiene)Fe(CO)3, the kinetically most favourable product is the one corresponding to the attack of butadiene on the s-cis conformer of the formylbutadiene fragment when the reaction is catalyzed by BF3, and the one corresponding to the attack on the s-trans conformer when the catalyst is TiCl4. On the other hand, for the reaction with (formyltrimethylenemethane)Fe(CO)3 catalyzed by BF3, the product corresponding to the attack on the s-trans conformer is predicted to be favoured. These results have been interpreted through an energy decomposition analysis of the potential-energy barriers.

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Theoretical studies on structure, formation and nature of bond in a Disila-, Digerma- and distannacyclobutene ring

Journal of Theoretical and Computational Chemistry ◽

10.1142/s0219633616500322 ◽

2016 ◽

Vol 15 (04) ◽

pp. 1650032 ◽

Cited By ~ 11

Author(s):

Mehdi Bayat ◽

Fatemeh Amraie ◽

Sadegh Salehzadeh

Keyword(s):

Structure Formation ◽

Theoretical Study ◽

Decomposition Analysis ◽

Energy Decomposition Analysis ◽

Energy Decomposition ◽

Group 14 ◽

Group 14 Elements ◽

Covalent Contribution ◽

Formation Energies ◽

Wiberg Bond Indices

A theoretical study on the structure, formation and nature of E–E and C–E bonds (E[Formula: see text][Formula: see text][Formula: see text]Si, Ge, Sn) in catenated compounds of the group 14 elements including disila-, digerma- and distannacyclobutene ring formed from the reaction of 1-thiacyclohept-4-yne and E(NR)2SiR2 molecules [E[Formula: see text][Formula: see text][Formula: see text]Si, Ge, Sn, R[Formula: see text][Formula: see text][Formula: see text]t-Bu, H, F, Cl, Br] in 1:2 mole ratio has been investigated at the M06/def2-TZVPP level of theory. The results showed that the formation energy of the products of the reaction above with Si(NBr)2SiBr2 and Sn(NF)2SiF2 reactants has greatest and the smallest value, respectively. In agreement with the values of formation energies, both the calculated Wiberg bond indices (WBI) for E—E and C—E bonds and [Formula: see text](BCP) of E—E bond in the products of two above reactants have largest and smallest values, respectively. The nature of E—E bond in the products was also studied with atoms in molecules (AIM) and natural bond orbital (NBO) analyses. The data confirmed that the E—E bond is partly covalent. In addition, the nature of C—E bond was investigated with energy decomposition analysis (EDA) and it was shown that the covalent contribution is in the range 48–53% depending on the types of E atom and corresponding substituents.

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A theoretical study on borenium ion affinities toward ammonia, formaldehyde and chloride anions

RSC Advances ◽

10.1039/c5ra13825f ◽

2015 ◽

Vol 5 (93) ◽

pp. 75895-75910 ◽

Cited By ~ 1

Author(s):

Milovan Stojanović ◽

Marija Baranac-Stojanović

Keyword(s):

Dft Calculations ◽

Theoretical Study ◽

Decomposition Analysis ◽

Energy Decomposition Analysis ◽

Energy Decomposition

The effect of R/R′ and L on borenium ion affinities toward NH3, HCHO and Cl− has been evaluated by DFT calculations and rationalized on the basis of an energy decomposition analysis.

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VERY DIFFERENT CH3 INTERNAL ROTATION BARRIERS IN THE SYN- AND ANTI- FORMS OF THIOACETIC ACID: MICROWAVE MEASUREMENTS AND ENERGY DECOMPOSITION ANALYSIS

Proceedings of the 73rd International Symposium on Molecular Spectroscopy ◽

10.15278/isms.2018.wh07 ◽

2018 ◽

Author(s):

CJ Smith ◽

Yirong Mo ◽

Huaiyu Zhang ◽

Ken Leopold ◽

Anna Huff

Keyword(s):

Internal Rotation ◽

Decomposition Analysis ◽

Energy Decomposition Analysis ◽

Microwave Measurements ◽

Thioacetic Acid ◽

Energy Decomposition

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Energy Decomposition Analysis Reveals the Nature of Lone Pair−π Interactions with Cationic π Systems in Catalytic Acyl Transfer Reactions

Organic Letters ◽

10.1021/acs.orglett.1c01351 ◽

2021 ◽

Author(s):

Hua Hao ◽

Xiaotian Qi ◽

Weiping Tang ◽

Peng Liu

Keyword(s):

Decomposition Analysis ◽

Lone Pair ◽

Acyl Transfer ◽

Transfer Reactions ◽

Energy Decomposition Analysis ◽

Energy Decomposition ◽

Π Interactions ◽

Acyl Transfer Reactions

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Direct estimate of the internal π-donation to the carbene centre within N-heterocyclic carbenes and related molecules

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.11.294 ◽

2015 ◽

Vol 11 ◽

pp. 2727-2736 ◽

Cited By ~ 38

Author(s):

Diego M Andrada ◽

Nicole Holzmann ◽

Thomas Hamadi ◽

Gernot Frenking

Keyword(s):

Density Functional Theory ◽

Density Functional ◽

Decomposition Analysis ◽

Heterocyclic Carbenes ◽

Energy Decomposition Analysis ◽

Energy Decomposition ◽

Direct Estimate ◽

Functional Theory ◽

Bonding Analysis

Fifteen cyclic and acylic carbenes have been calculated with density functional theory at the BP86/def2-TZVPP level. The strength of the internal X→p(π) π-donation of heteroatoms and carbon which are bonded to the C(II) atom is estimated with the help of NBO calculations and with an energy decomposition analysis. The investigated molecules include N-heterocyclic carbenes (NHCs), the cyclic alkyl(amino)carbene (cAAC), mesoionic carbenes and ylide-stabilized carbenes. The bonding analysis suggests that the carbene centre in cAAC and in diamidocarbene have the weakest X→p(π) π-donation while mesoionic carbenes possess the strongest π-donation.

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