𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Stereochemistry of crown ethers. IV—1H/13C NMR spectroscopic study of the solution structure of some bis(benzocrown ethers)

✍ Scribed by S. Stoss; E. Kleinpeter; H.-J. Holdt


Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
444 KB
Volume
29
Category
Article
ISSN
0749-1581

No coin nor oath required. For personal study only.

✦ Synopsis


Abstract

The ^1^H and ^13^C NMR spectra of some bis(benzocrown ethers) were recorded and assigned by means of ^1^H/^13^C HETCOR spectroscopy, heteronuclear selective decoupling experiments and the refocused INEPT experiment optimized for long‐range ^1^H, ^13^C coupling constants. It is shown that the efficiency of the so‐called ‘biscrown effect’ is dependent on the radii of the alkali metal ions. Long‐range ^1^H, ^13^C coupling constants, high‐field shifts within γ‐fragments in the ^13^C NMR spectra and NOEs from 2D‐NOESY spectra are discussed with respect to both the configuration and the preferred conformation of the studied compounds.


📜 SIMILAR VOLUMES


The stereochemistry of crown ethers. II
✍ E. Kleinpeter; M. Gäbler; W. Schroth; J. Mattinen; K. Pihlaja 📂 Article 📅 1988 🏛 John Wiley and Sons 🌐 English ⚖ 335 KB 👁 1 views

The 'H and I3C NMR spectra of a series of structurally related crown ethers have been recorded, and the signals assigned by means of 'H/I3C heteronuclear correlated and 'H/'H homonuclear NOE difference spectroscopy. The NMR parameters so extracted have been used to discuss the preferred, rapidly int

Synthesis of new crown ethers and their
✍ Koichi Torizuka; Takeo Sato 📂 Article 📅 1979 🏛 John Wiley and Sons 🌐 English ⚖ 500 KB

## Abstract A new type of crown ethers containing a diphenyl ether unit has been prepared, the ring size ranging from 12 to 36. ^1^H and ^13^C NMR spectra of both free ligands and their metal‐ion complexes have been recorded. For 18‐ and 21‐membered compounds a general downfield shift was observed

Conformational Analysis of Crown Ether A
✍ G. W. Buchanan; M. Gerzain; K. Bourque 📂 Article 📅 1997 🏛 John Wiley and Sons 🌐 English ⚖ 434 KB 👁 2 views

Two conformations of cis-cyclohexyl-10-crown-3 were detected in solution below 250 K using 1H NMR at 400 MHz and 13C NMR at 100 MHz. Chemical shift assignments were facilitated by spectra of two dideuterio derivatives. From relative peak area measurements, the conformation with the unit OÈCH 2 ÈCH 2

Conformational analysis of crown ether a
✍ G. W. Buchanan; A. B. Driega; R. C. Laister; K. Bourque 📂 Article 📅 1999 🏛 John Wiley and Sons 🌐 English ⚖ 100 KB 👁 2 views

Two conformations of the cis-cyclohexano-8-crown-3 molecule were detected at 185 K. From relative 13 C NMR peak area measurements, the conformation with the O-CH 2 -O unit equatorial was found to be favoured by 4.4 š 0.4 kJ mol 1 . In the spectrum of the minor conformer at low temperature, a 9.6 ppm