Matches in SemOpenAlex for { <https://semopenalex.org/work/W2895525718> ?p ?o ?g. }
- W2895525718 endingPage "68" @default.
- W2895525718 startingPage "61" @default.
- W2895525718 abstract "Abstract The gas-phase basicities (GB) of 7 biguanides were measured by the equilibrium and the entropy corrected kinetic methods. The experimental data were compared with the GB values calculated at B3LYP/6-311+G(2df,p)//B3LYP/6-31G(d) level of theory. Calculated GB values for biguanides correlate well with the experimental data and lie on the same regression line as guanidine derivatives. All biguanides belong to the class of superbases having GB above 1000 kJ mol−1 and being comparable or more basic than the most basic guanidines known. The highest GB of 1103 kJ mol−1 was determined for the bis-dimethylaminomethylene-2,3-bis-(3-dimethylaminopropyl)guanidine (biguanide 4) in which two intramolecular hydrogen bonds (IMHB) can be formed in the protonated form. For selected biguanides and guanidines, contribution of IMHB to the GB was calculated for two conformations with different hydrogen bonding motifs (6- and 8- membered pseudocyclic substructure). In conjugated acids of biguanides having two 3-dimethylaminopropyl or 3-methoxypropyl substituents, conformational preference is determined by maximizing number of possible IMHBs. Hydrogen bond stabilization enthalpies were also calculated using aforementioned B3LYP as well as M06-2X/6-311++G(3df,2p)//B3LYP/6-31G(d) model and compared to the values obtained for guanidine derivatives. Slightly weaker hydrogen bonds in biguanides with respect to guanidines were ascribed to larger steric congestion while the impact of more extensive delocalization area was found negligible." @default.
- W2895525718 created "2018-10-12" @default.
- W2895525718 creator A5004352485 @default.
- W2895525718 creator A5036569895 @default.
- W2895525718 creator A5057240334 @default.
- W2895525718 creator A5072013771 @default.
- W2895525718 creator A5082524492 @default.
- W2895525718 date "2019-01-01" @default.
- W2895525718 modified "2023-09-29" @default.
- W2895525718 title "Gas phase basicity of biguanides – Comparison of the equilibrium and the kinetic methods" @default.
- W2895525718 cites W1504277857 @default.
- W2895525718 cites W1978140362 @default.
- W2895525718 cites W1984430187 @default.
- W2895525718 cites W1984614201 @default.
- W2895525718 cites W1986500833 @default.
- W2895525718 cites W1989742048 @default.
- W2895525718 cites W1990472600 @default.
- W2895525718 cites W1998211279 @default.
- W2895525718 cites W2013677042 @default.
- W2895525718 cites W2020422410 @default.
- W2895525718 cites W2022075378 @default.
- W2895525718 cites W2023271753 @default.
- W2895525718 cites W2027311660 @default.
- W2895525718 cites W2032090680 @default.
- W2895525718 cites W2035454252 @default.
- W2895525718 cites W2046887771 @default.
- W2895525718 cites W2052928585 @default.
- W2895525718 cites W2052988014 @default.
- W2895525718 cites W2053946781 @default.
- W2895525718 cites W2058492646 @default.
- W2895525718 cites W2070127123 @default.
- W2895525718 cites W2070552828 @default.
- W2895525718 cites W2076148592 @default.
- W2895525718 cites W2088660805 @default.
- W2895525718 cites W2092094702 @default.
- W2895525718 cites W2092773862 @default.
- W2895525718 cites W2124420124 @default.
- W2895525718 cites W2143981217 @default.
- W2895525718 cites W2148284063 @default.
- W2895525718 cites W2160552831 @default.
- W2895525718 cites W2162618806 @default.
- W2895525718 cites W2164086513 @default.
- W2895525718 cites W2325220446 @default.
- W2895525718 cites W2337092891 @default.
- W2895525718 cites W2340898396 @default.
- W2895525718 cites W2341890180 @default.
- W2895525718 cites W2507376058 @default.
- W2895525718 cites W2549699920 @default.
- W2895525718 cites W2597006201 @default.
- W2895525718 cites W2752184939 @default.
- W2895525718 cites W2765174018 @default.
- W2895525718 cites W2953082537 @default.
- W2895525718 cites W2953268131 @default.
- W2895525718 cites W4205443820 @default.
- W2895525718 cites W4234753772 @default.
- W2895525718 cites W4242120597 @default.
- W2895525718 doi "https://doi.org/10.1016/j.ijms.2018.10.010" @default.
- W2895525718 hasPublicationYear "2019" @default.
- W2895525718 type Work @default.
- W2895525718 sameAs 2895525718 @default.
- W2895525718 citedByCount "9" @default.
- W2895525718 countsByYear W28955257182018 @default.
- W2895525718 countsByYear W28955257182019 @default.
- W2895525718 countsByYear W28955257182020 @default.
- W2895525718 countsByYear W28955257182021 @default.
- W2895525718 countsByYear W28955257182022 @default.
- W2895525718 countsByYear W28955257182023 @default.
- W2895525718 crossrefType "journal-article" @default.
- W2895525718 hasAuthorship W2895525718A5004352485 @default.
- W2895525718 hasAuthorship W2895525718A5036569895 @default.
- W2895525718 hasAuthorship W2895525718A5057240334 @default.
- W2895525718 hasAuthorship W2895525718A5072013771 @default.
- W2895525718 hasAuthorship W2895525718A5082524492 @default.
- W2895525718 hasConcept C121332964 @default.
- W2895525718 hasConcept C135889238 @default.
- W2895525718 hasConcept C147597530 @default.
- W2895525718 hasConcept C147789679 @default.
- W2895525718 hasConcept C178790620 @default.
- W2895525718 hasConcept C185592680 @default.
- W2895525718 hasConcept C2986159531 @default.
- W2895525718 hasConcept C3020013744 @default.
- W2895525718 hasConcept C44280652 @default.
- W2895525718 hasConcept C74650414 @default.
- W2895525718 hasConcept C97355855 @default.
- W2895525718 hasConceptScore W2895525718C121332964 @default.
- W2895525718 hasConceptScore W2895525718C135889238 @default.
- W2895525718 hasConceptScore W2895525718C147597530 @default.
- W2895525718 hasConceptScore W2895525718C147789679 @default.
- W2895525718 hasConceptScore W2895525718C178790620 @default.
- W2895525718 hasConceptScore W2895525718C185592680 @default.
- W2895525718 hasConceptScore W2895525718C2986159531 @default.
- W2895525718 hasConceptScore W2895525718C3020013744 @default.
- W2895525718 hasConceptScore W2895525718C44280652 @default.
- W2895525718 hasConceptScore W2895525718C74650414 @default.
- W2895525718 hasConceptScore W2895525718C97355855 @default.
- W2895525718 hasFunder F4320323985 @default.
- W2895525718 hasLocation W28955257181 @default.
- W2895525718 hasOpenAccess W2895525718 @default.