|
|
|
|
| LEADER |
01000naa a22002652 4500 |
| 001 |
NLM273793543 |
| 003 |
DE-627 |
| 005 |
20231225002032.0 |
| 007 |
cr uuu---uuuuu |
| 008 |
231225s2017 xx |||||o 00| ||eng c |
| 024 |
7 |
|
|a 10.1002/mrc.4632
|2 doi
|
| 028 |
5 |
2 |
|a pubmed24n0912.xml
|
| 035 |
|
|
|a (DE-627)NLM273793543
|
| 035 |
|
|
|a (NLM)28703432
|
| 040 |
|
|
|a DE-627
|b ger
|c DE-627
|e rakwb
|
| 041 |
|
|
|a eng
|
| 100 |
1 |
|
|a Silla, Josué M
|e verfasserin
|4 aut
|
| 245 |
1 |
4 |
|a The mutual effect of a carbonyl polar bond and an endocyclic oxygen on the 1 JC-F coupling constant of fluorinated six-membered rings
|
| 264 |
|
1 |
|c 2017
|
| 336 |
|
|
|a Text
|b txt
|2 rdacontent
|
| 337 |
|
|
|a ƒaComputermedien
|b c
|2 rdamedia
|
| 338 |
|
|
|a ƒa Online-Ressource
|b cr
|2 rdacarrier
|
| 500 |
|
|
|a Date Completed 08.01.2018
|
| 500 |
|
|
|a Date Revised 08.01.2018
|
| 500 |
|
|
|a published: Print-Electronic
|
| 500 |
|
|
|a Citation Status PubMed-not-MEDLINE
|
| 520 |
|
|
|a Copyright © 2017 John Wiley & Sons, Ltd.
|
| 520 |
|
|
|a The 1 JC-F coupling constant can be useful to probe the conformational landscape of organofluorine compounds and the intramolecular interactions governing the stereochemistry of these compounds. Neighboring oxygen electron lone pairs and a carbonyl group relative to a C─F bond affect this coupling constant in an opposite way, and therefore, analysis of the interactions involving these entities simultaneously indicates which effect dominates 1 JC-F . Spin-spin coupling constant calculations for a series of fluorinated tetrahydropyrans, cyclohexanones, and dihydropyran-3-ones indicated that an electrostatic/dipolar interaction between the C─F and C═O bonds is more important than the steric interaction between the C─F bond and the oxygen electron lone pairs. An intuitive consequence of such outcome is that this interaction not only drives the coupling constant but can also be taken into account when aiming at the stereochemical control of functionalized organofluorine compounds
|
| 650 |
|
4 |
|a Journal Article
|
| 650 |
|
4 |
|a 1JC-F constant coupling
|
| 650 |
|
4 |
|a dipole moment
|
| 650 |
|
4 |
|a intramolecular interactions
|
| 650 |
|
4 |
|a theoretical calculations
|
| 700 |
1 |
|
|a Freitas, Matheus P
|e verfasserin
|4 aut
|
| 773 |
0 |
8 |
|i Enthalten in
|t Magnetic resonance in chemistry : MRC
|d 1985
|g 55(2017), 12 vom: 10. Dez., Seite 1079-1083
|w (DE-627)NLM098179667
|x 1097-458X
|7 nnns
|
| 773 |
1 |
8 |
|g volume:55
|g year:2017
|g number:12
|g day:10
|g month:12
|g pages:1079-1083
|
| 856 |
4 |
0 |
|u http://dx.doi.org/10.1002/mrc.4632
|3 Volltext
|
| 912 |
|
|
|a GBV_USEFLAG_A
|
| 912 |
|
|
|a SYSFLAG_A
|
| 912 |
|
|
|a GBV_NLM
|
| 912 |
|
|
|a GBV_ILN_350
|
| 951 |
|
|
|a AR
|
| 952 |
|
|
|d 55
|j 2017
|e 12
|b 10
|c 12
|h 1079-1083
|