1974
DOI: 10.1002/mrc.1270060613
|View full text |Cite
|
Sign up to set email alerts
|

Boron–carbon coupling constants: II—the tetraphenylborate anion

Abstract: Boron-carbon coupling constants were obtained from the lac FT-NMR, 'H noise decoupled spectra of sodium tetraphenylboron and tetra-n-butylammonium tetraphenylboron. The appearance of the spectra, as well as values obtained for J(BC), are discussed and contrasted with previously published data.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1

Citation Types

0
3
0

Year Published

1979
1979
2013
2013

Publication Types

Select...
7

Relationship

0
7

Authors

Journals

citations
Cited by 17 publications
(3 citation statements)
references
References 7 publications
0
3
0
Order By: Relevance
“…The limited solubility and/or stability of the diesters and oligomers precludes 13 C NMR as an effective method for comparative analysis. Additionally, rapid quadrupolar relaxation associated with 11 B− 13 C coupling results in a broadened signal for the ipso -carbon, and therefore this signal is most often lost in baseline noise and not observed in the 13 C spectrum for phenylboronic acids 1c, and was used to confirm that there is no coordinative cross-linking between main-chain esters and free terminal hydroxyls 16a in solution and in the solid state 18b.…”
Section: Resultsmentioning
confidence: 99%
“…The limited solubility and/or stability of the diesters and oligomers precludes 13 C NMR as an effective method for comparative analysis. Additionally, rapid quadrupolar relaxation associated with 11 B− 13 C coupling results in a broadened signal for the ipso -carbon, and therefore this signal is most often lost in baseline noise and not observed in the 13 C spectrum for phenylboronic acids 1c, and was used to confirm that there is no coordinative cross-linking between main-chain esters and free terminal hydroxyls 16a in solution and in the solid state 18b.…”
Section: Resultsmentioning
confidence: 99%
“…: 130 °C (decomp). 1 H NMR (400.1 MHz, [D 8 ]THF, 298 K): δ =0.97 (d, 3 J (H,H)=6.9 Hz, 12 H; 2×C 2, 6 ‐CH Me A Me B , Trip), 1.35 (d, 3 J (H,H)=6.9 Hz, 12 H; 2×C 4 ‐CH Me 2 , Trip), 1.42 (d, 3 J (H,H)=6.9 Hz, 12 H; 2×C 2, 6 ‐CHMe A Me B , Trip), 1.48 (br s, 36 H; 4×P Me 3 ), 2.31 (s, 3 H; Me , toluene), 2.86 (sept, 3 J (H,H)=6.9 Hz, 4 H; 2×C 2, 6 ‐C H Me A Me B , Trip), 3.00 (sept, 3 J (H,H)=6.9 Hz, 2 H; 2×C 4 ‐C H Me 2 , Trip), 6.68 (t, 3 J (H,H)=7.3 Hz, 4 H; 4×C 4 ‐ H , BPh 4 ), 6.83 (t, 3 J (H,H)=7.4 Hz, 8 H; 4×C 3, 5 ‐H , BPh 4 ), 7.05–7.18 (m, 5 H; C 2, 6 ‐H +C 3, 5 ‐H+ C 4 ‐H , toluene), 7.23 (d, 3 J (H,H)=7.6 Hz, 2 H; C 3, 5 ‐ H , C 6 H 3 ), 7.24 (s, 4 H; 2×C 3, 5 ‐ H , Trip), 7.26 (m, 8 H; 4×C 2, 6 ‐H , BPh 4 ), 7.53 ppm (t, 3 J (H,H)=7.6 Hz, 1 H; C 4 ‐ H , C 6 H 3 ); 13 C{ 1 H} NMR (75.47 MHz, [D 8 ]THF, 298 K): δ =21.5 (s, 1 C, Me , toluene), 23.9 (s, 4 C, 2×C 2, 6 ‐CHMe A Me B , Trip), 24.6 (s, 4 C, 2×C 4 ‐CH Me 2 , Trip), 25.8 (m, 12 C, 4×P Me 3 ), 26.4 (s, 4 C, 2×C 2, 6 ‐CH Me A Me B , Trip), 32.1 (s, 4 C, 2×C 2, 6 ‐ C HMe A Me B , Trip), 35.4 (s, 2 C, 2×C 4 ‐ C HMe 2 , Trip), 121.7 (s, 4 C, 4× C 4 ‐H, BPh 4 ), 123.7 (s, 4 C, 2× C 3, 5 ‐H, Trip), 125.6 (q, 3 J ( 13 C, 11 B)=2.8 Hz, 8 C, 4× C 3, 5 ‐H, BPh 4 ),29 126.0 (s, 1 C, C 4 ‐H, toluene), 129.0 (s, 2 C, C 3, 5 ‐H, toluene), 129.62 (s, 1 C, C 4 ‐H, C 6 H 3 ), 129.66 (s, 2 C, C 2, 6 ‐H, toluene), 136.4 (s, 2 C, C 3, 5 ‐H, C 6 H 3 ), 137.2 (q, 2 J ( 13 C, 11 B)=1.4 Hz, 8 C, 4× C 2, 6 ‐H, BPh 4 ),30 138.0 (s, 2 C, 2× C 1 , Trip), 143.2 (s, 2 C, C 2, 6 , C 6 H 3 ), 148.4 (s, 4 C, 2× C 2, 6 , Trip), 151.4 (s, 2 C, 2× C 4 , Trip), 165.3 (q, 1 J ( 13 C, 11 B)=49.5 Hz, 4 C, B‐ C 1 , BPh 4 ),30 175.3 ppm (s, 1 C, Ge‐ C 1 , C 6 H 3 ); the C 1 signal of the toluene solvate is obscured by the C 1 signal of the Trip substituents at δ =138.0 ppm; 31 P{ 1 H} NMR (121.5 MHz, [D 8 ]THF, 298 K): δ =−45.5 ppm (s, 4× P Me 3 ); elemental analysis calcd (%) for 9⋅ toluene, C 79 H 113 BClGeP 4 Re (1491.7): C 63.61, H 7.64, Cl 2.38; found C 63.71, H 7.61, Cl 2.31.…”
Section: Methodsmentioning
confidence: 99%
“…After 10 min of shaking, the KBPh 4 precipitate was removed by filtration. The 13 C chemical shift assignments for the BAr 4 - counterions are primarily based on known 11 B− 13 C coupling constants …”
Section: Methodsmentioning
confidence: 99%