scholarly journals New Method for Synthesis of Substituted N-Borylated Dipeptides Based on Acetonitrile Derivative of the closo-Dodecaborate Anion

2021 ◽  
Vol 66 (9) ◽  
pp. 1390-1395
Author(s):  
A. V. Nelyubin ◽  
N. A. Selivanov ◽  
I. N. Klyukin ◽  
A. Yu. Bykov ◽  
A. P. Zhdanov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acid ◽  
Nmr Spectroscopy ◽  
Absorption Spectroscopy ◽  
Nucleophilic Addition ◽  
New Method ◽  
Amino Acid Derivatives ◽  
Ir Absorption ◽  
Multinuclear Nmr Spectroscopy ◽  
Esi Mass Spectrometry

Abstract A new multistage synthesis of the N-borylated dipeptide B12-PheGlyOH has been proposed. The approach is based on the reaction of nucleophilic addition of amino acid derivatives to the [B12H11NCCH3]– anion. The products of each stage have been characterized by multinuclear NMR spectroscopy, IR absorption spectroscopy, and ESI mass spectrometry.

scholarly journals Synthesis of Derivatives of closo-Dodecaborate Anion Based on Amino Acid Esters

2021 ◽  
Vol 66 (11) ◽  
pp. 1616-1620
Author(s):  
A. V. Burdenkova ◽  
A. P. Zhdanov ◽  
I. N. Klyukin ◽  
N. A. Selivanov ◽  
A. Yu. Bykov ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Amino Acids ◽  
Amino Acid ◽  
Nmr Spectroscopy ◽  
Amino Acid Esters ◽  
Substitution Reactions ◽  
Multinuclear Nmr Spectroscopy ◽  
Esi Mass Spectrometry ◽  
Derivatives Of ◽  
Acid Esters

Abstract This work proposes a new method for the synthesis of N-borylated amino acids based on nucleophilic substitution reactions in the [B12H11IPh]– anion. Esters of glycine and L-phenylalanine were used as nucleophiles. The structure of the products has been determined by multinuclear NMR spectroscopy, IR spectroscopy, and ESI mass spectrometry.

scholarly journals (2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol

Molbank ◽  
10.3390/m1140 ◽  
2020 ◽  
Vol 2020 (2) ◽  
pp. M1140
Author(s):  
Jack Bennett ◽  
Paul Murphy
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Ir Spectroscopy ◽  
13C Nmr ◽  
Conjugate Addition ◽  
13C Nmr Spectroscopy ◽  
One Pot ◽  
1H And 13C Nmr ◽  
Esi Mass Spectrometry ◽  
The One

(2S,3R,6R)-2-[(R)-1-Hydroxyallyl]-4,4-dimethoxy-6-methyltetrahydro-2H-pyran-3-ol was isolated in 18% after treating the glucose derived (5R,6S,7R)-5,6,7-tris[(triethylsilyl)oxy]nona-1,8-dien-4-one with (1S)-(+)-10-camphorsulfonic acid (CSA). The one-pot formation of the title compound involved triethylsilyl (TES) removal, alkene isomerization, intramolecular conjugate addition and ketal formation. The compound was characterized by 1H and 13C NMR spectroscopy, ESI mass spectrometry and IR spectroscopy. NMR spectroscopy was used to establish the product structure, including the conformation of its tetrahydropyran ring.

scholarly journals Where Are the tpy Embraces in [Zn{4′-(EtO)2OPC6H4tpy}2][CF3SO3]2?

Crystals ◽  
2018 ◽  
Vol 8 (12) ◽  
pp. 461 ◽  
Author(s):  
Davood Zare ◽  
Alessandro Prescimone ◽  
Edwin C. Constable ◽  
Catherine E. Housecroft
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Electrospray Mass Spectrometry ◽  
Stacking Interactions ◽  
Adjacent Pair ◽  
Single Crystal Structures ◽  
Π Stacking ◽  
Multinuclear Nmr Spectroscopy ◽  
Packing Interactions

In this paper, the bromo- and phosphonate-ester-functionalized complexes [Zn(1)2][CF3SO3]2 and [Zn(2)2][CF3SO3]2 (1 = 4′-(4-bromophenyl)-2,2′:6′,2″-terpyridine, 2 = diethyl (4-([2,2′:6′,2″-terpyridin]-4′-yl)phenyl)phosphonate) are reported. The complexes have been characterized by electrospray mass spectrometry, IR and absorption spectroscopies, and multinuclear NMR spectroscopy. The single-crystal structures of [Zn(1)2][CF3SO3]2.MeCN.1/2Et2O and [Zn(2)2][CF3SO3]2 have been determined and they confirm {Zn(tpy)2}2+ cores (tpy = 2,2′:6′,2″-terpyridine). Ongoing from X = Br to P(O)(OEt)2, the {Zn(4′-XC6H4tpy)2}2+ unit exhibits significant “bowing” of the backbone, which is associated with changes in packing interactions. The [Zn(1)2]2+ cations engage in head-to-tail 4′-Phtpy...4′-Phtpy embraces with efficient pyridine...phenylene π-stacking interactions. The [Zn(2)2]2+ cations pack with one of the two ligands involved in pyridine...pyridine π-stacking; steric hindrance between one C6H4PO(OEt)2 group and an adjacent pair of π-stacked pyridine rings results in distortion of backbone of the ligand. This report is the first crystallographic determination of a salt of a homoleptic [M{4′-(RO)2OPC6H4tpy}2]n+ cation.

A new method for the preparation of functionalized unnatural α-H-α-amino acid derivatives

2006 ◽  
Vol 47 (44) ◽  
pp. 7771-7774 ◽  
Author(s):  
David J. Hyett ◽  
Mara Didonè ◽  
Thierry J.A. Milcent ◽  
Quirinus B. Broxterman ◽  
Bernard Kaptein
Keyword(s):  
Amino Acid ◽  
New Method ◽  
Amino Acid Derivatives

scholarly journals Argentate(i) and (iii) complexes as intermediates in silver-mediated cross-coupling reactions

2018 ◽  
Vol 54 (40) ◽  
pp. 5086-5089 ◽  
Author(s):  
Sebastian Weske ◽  
Richard A. Hardin ◽  
Thomas Auth ◽  
Richard A. J. O’Hair ◽  
Konrad Koszinowski ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
Quantum Chemical Calculations ◽  
Quantum Chemical ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Esi Mass Spectrometry

Silver-mediated cross-coupling reactions proceed via anionic ate complexes, which have been characterized by a combination of NMR spectroscopy, ESI mass spectrometry, and quantum-chemical calculations.

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