C3-Symmetric Azaphosphatranes

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Title:C3-Symmetric Azaphosphatranes
Creators:
Lake, Fredrik
Hagberg, Lars
Svensson, Mats
Moberg, Christina
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 65, 4, pp. 570-576
Uncontrolled Keywords:<i>C</i><sub>3</sub> Symmetry, DFT calculations, Basicity, Azaphosphatranes, Quantum chemistry, Chirality

Abstract

<i>C</i><sub>3</sub>-Symmetric azaphosphatranes, (3<i>S</i>,7<i>S</i>,10<i>S</i>)-2,3,7,8,9,10-hexamethyl-2,8,9-triaza-5-azonia-1-λ<sup>5</sup>-phosphabicyclo[3.3.3]undecane chloride and (3<i>S</i>,7<i>S</i>,10<i>S</i>)-3,7,10-triisopropyl-2,8,9-trimethyl-2,8,9-triaza-5-azonia-1-λ<sup>5</sup>-phosphabicyclo[3.3.3]undecane chloride, have been prepared starting from the corresponding chiral tripodal tetraamines and chlorobis(diethylamino)phosphane. The compounds are weak acids which are not fully deprotonated by potassium <i>tert</i>-butoxide. Density functional calculations of the compounds and their conjugate bases demonstrate that the weak acidity originates in a conformational change upon deprotonation leading to substantial steric repulsion. <p>

Title:C3-Symmetric Azaphosphatranes
Creators:
Lake, Fredrik
Hagberg, Lars
Svensson, Mats
Moberg, Christina
Uncontrolled Keywords:<i>C</i><sub>3</sub> Symmetry, DFT calculations, Basicity, Azaphosphatranes, Quantum chemistry, Chirality
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:65
Number:4
Page Range:pp. 570-576
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20000570UNSPECIFIED
ID Code:1663
Item Type:Article
Deposited On:06 Feb 2009 17:11
Last Modified:06 Feb 2009 16:11

Citation

Lake, Fredrik; Hagberg, Lars; Svensson, Mats; Moberg, Christina (2000) C3-Symmetric Azaphosphatranes. Collection of Czechoslovak Chemical Communications, 65 (4). pp. 570-576. ISSN 0010-0765

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