Unveiling the Noncovalent Interaction of Thiazol‐2‐ylidene and Its Derivatives as N‐heterocyclic Carbene with Different Proton Donor Molecules DOI
Niharika Keot, Bittu Lama, Haobam Kisan Singh

et al.

ChemPhysChem, Journal Year: 2023, Volume and Issue: 24(23)

Published: Sept. 15, 2023

Abstract The importance of noncovalent interaction has gained attention in various domains covering drug and novel catalyst design. present study mainly characterizes the role hydrogen bond (H‐bond) other intermolecular interactions different (1 : 1) complex analogues formed between N‐aryl‐thiazol‐2‐ylidene (YR) five proton donor (HX) molecules. analysis singlet‐triplet energy gap ( ) confirmed stability singlet state for this class N‐aryl‐thiazol‐2‐ylidenes than triplet state. values YR‐HX complexes follow order: YR‐NH 3 <YR‐HCN<YR‐H 2 O<YR‐MeOH<YR‐HF. In addition, substituting H‐atom N−H with bulky groups (−R) leads to an increase complexes. Hence, it was found that replacement N‐atom N‐heterocyclic carbene (NHC) by S‐atom forming results comparable molecules similar imidazole‐2‐ylidene (NHC). current enlightened We hope our work on chemistry will pave way its application designing synthesis efficient catalysts.

Language: Английский

Ability of Strained C Atoms to Act as Electron Donor DOI Creative Commons
Mariusz Michalczyk, Wiktor Zierkiewicz, Steve Scheiner

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Strong negative charge on the tetravalent apical C of propellane can attract an electrophile, which then extract from prominent lobe its C–C bonding orbital, to form a strong noncovalent bond with as electron donor.

Language: Английский

Citations

0
Anions as Lewis Acids in Noncovalent Bonds DOI
Steve Scheiner

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 8, 2024

The ability of an anion to serve as electron-accepting Lewis acid in a noncovalent bond is assessed via DFT calculations. NH

Language: Английский

Citations

2
Synthesis and comparative study of (NHCF)PdCl2Py and (NHCF)Ni(Cp)Cl complexes: investigation of the electronic properties of NHC ligands and complex characteristics DOI
Roman O. Pankov,

Ignatii R. Tarabrin,

A. G. Son

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(30), P. 12503 - 12518

Published: Jan. 1, 2024

Nickel and palladium NHC complexes with fluorine substituents have been synthesized. Their electronic parameters, including σ-donation π-acceptance, were evaluated, considering the position number of substituents.

Language: Английский

Citations

2
Halogen Bond to Experimentally Significant N-Heterocyclic Carbenes (I, IMe2, IiPr2, ItBu2, IPh2, IMes2, IDipp2, IAd2; I = Imidazol-2-ylidene) DOI Open Access
Mirosl̷aw Jabłoński

International Journal of Molecular Sciences, Journal Year: 2023, Volume and Issue: 24(10), P. 9057 - 9057

Published: May 21, 2023

The subjects of the article are halogen bonds between either XCN or XCCH (X = Cl, Br, I) and carbene carbon atom in imidazol-2-ylidene (I) its derivatives (IR2) with experimentally significant systematically increased R substituents at both nitrogen atoms: methyl Me, iso-propyl iPr, tert-butyl tBu, phenyl Ph, mesityl Mes, 2,6-diisopropylphenyl Dipp, 1-adamantyl Ad. It is shown that bond strength increases order Cl < Br I molecule forms stronger complexes than XCCH. Of all carbenes considered, IMes2 strongest also shortest an apogee for complex IMes2⋯ICN which D0 18.71 kcal/mol dC⋯I 2.541 Å. In many cases, IDipp2 as strong IMes2. Quite opposite, although characterized by greatest nucleophilicity, ItBu2 weakest (and longest bonds) if X ≠ Cl. While this finding can easily be attributed to steric hindrance exerted highly branched groups, it appears presence four C-H⋯X hydrogen may importance here. Similar situation occurs case IAd2.

Language: Английский

Citations

1
C–H⋯C hydrogen bond and alkali metal C⋯Z⋯C (Z = Li, Na, K) analogues –N-heterocyclic carbenes in coordination spheres of protons and alkali metal cations: crystal structures and theoretical analysis DOI
Sławomir J. Grabowski

CrystEngComm, Journal Year: 2023, Volume and Issue: 25(32), P. 4550 - 4561

Published: Jan. 1, 2023

A Cambridge Structural Database, CSD, search was performed to find structures where a proton or an alkali metal cation is coordination centre that interacts with N -heterocyclic carbene, NHC, ligands.

Language: Английский

Citations

1
Unveiling the Noncovalent Interaction of Thiazol‐2‐ylidene and Its Derivatives as N‐heterocyclic Carbene with Different Proton Donor Molecules DOI
Niharika Keot, Bittu Lama, Haobam Kisan Singh

et al.

ChemPhysChem, Journal Year: 2023, Volume and Issue: 24(23)

Published: Sept. 15, 2023

Abstract The importance of noncovalent interaction has gained attention in various domains covering drug and novel catalyst design. present study mainly characterizes the role hydrogen bond (H‐bond) other intermolecular interactions different (1 : 1) complex analogues formed between N‐aryl‐thiazol‐2‐ylidene (YR) five proton donor (HX) molecules. analysis singlet‐triplet energy gap ( ) confirmed stability singlet state for this class N‐aryl‐thiazol‐2‐ylidenes than triplet state. values YR‐HX complexes follow order: YR‐NH 3 <YR‐HCN<YR‐H 2 O<YR‐MeOH<YR‐HF. In addition, substituting H‐atom N−H with bulky groups (−R) leads to an increase complexes. Hence, it was found that replacement N‐atom N‐heterocyclic carbene (NHC) by S‐atom forming results comparable molecules similar imidazole‐2‐ylidene (NHC). current enlightened We hope our work on chemistry will pave way its application designing synthesis efficient catalysts.

Language: Английский

Citations

0