Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether

Donald Barr; David J. Berrisford; Luis Méndez; Alexandra M Z Slawin; Ronald Snaith; J. Fraser Stoddart; David J. Williams; Dominic S. Wright

doi:10.1002/anie.199100821

Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether

Donald Barr, David J. Berrisford, Luis Méndez, Alexandra M Z Slawin, Ronald Snaith^*, J. Fraser Stoddart, David J. Williams, Dominic S. Wright

^*Corresponding author for this work

Chemistry

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13 Scopus citations

Abstract

Deprotonation of diaza[12]crown‐4 with nBuLi results in dimerization. This is shown by the X‐ray structure analysis, according to which the product obtained is 1. Each Li ion is five‐coordinate and lies appreciably (ca. 0.94 Å) outside the plane of the crown ether. The experimentally found structural changes agree with those found for a model system by MNDO calculation. The Li ions in 1 are well saturated electronically but still accessible to reagents. (Figure Presented.)

Original language	English (US)
Pages (from-to)	82-84
Number of pages	3
Journal	Angewandte Chemie International Edition in English
Volume	30
Issue number	1
DOIs	https://doi.org/10.1002/anie.199100821
State	Published - Jan 1991

ASJC Scopus subject areas

Catalysis
General Chemistry

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Barr, D., Berrisford, D. J., Méndez, L., Slawin, A. M. Z., Snaith, R., Stoddart, J. F., Williams, D. J., & Wright, D. S. (1991). Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether. Angewandte Chemie International Edition in English, 30(1), 82-84. https://doi.org/10.1002/anie.199100821

@article{0a4cc3c533fc490d9bc11c6e7d42d43e,

title = "Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether",

abstract = "Deprotonation of diaza[12]crown‐4 with nBuLi results in dimerization. This is shown by the X‐ray structure analysis, according to which the product obtained is 1. Each Li ion is five‐coordinate and lies appreciably (ca. 0.94 {\AA}) outside the plane of the crown ether. The experimentally found structural changes agree with those found for a model system by MNDO calculation. The Li ions in 1 are well saturated electronically but still accessible to reagents. (Figure Presented.)",

author = "Donald Barr and Berrisford, {David J.} and Luis M{\'e}ndez and Slawin, {Alexandra M Z} and Ronald Snaith and Stoddart, {J. Fraser} and Williams, {David J.} and Wright, {Dominic S.}",

year = "1991",

month = jan,

doi = "10.1002/anie.199100821",

language = "English (US)",

volume = "30",

pages = "82--84",

journal = "Angewandte Chemie International Edition in English",

issn = "0570-0833",

publisher = "John Wiley and Sons Ltd",

number = "1",

}

Barr, D, Berrisford, DJ, Méndez, L, Slawin, AMZ, Snaith, R, Stoddart, JF, Williams, DJ & Wright, DS 1991, 'Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether', Angewandte Chemie International Edition in English, vol. 30, no. 1, pp. 82-84. https://doi.org/10.1002/anie.199100821

Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether. / Barr, Donald; Berrisford, David J.; Méndez, Luis et al.
In: Angewandte Chemie International Edition in English, Vol. 30, No. 1, 01.1991, p. 82-84.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Aggregation of Aza Crown Ethers by Metalation

T2 - Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether

AU - Barr, Donald

AU - Berrisford, David J.

AU - Méndez, Luis

AU - Slawin, Alexandra M Z

AU - Snaith, Ronald

AU - Stoddart, J. Fraser

AU - Williams, David J.

AU - Wright, Dominic S.

PY - 1991/1

Y1 - 1991/1

N2 - Deprotonation of diaza[12]crown‐4 with nBuLi results in dimerization. This is shown by the X‐ray structure analysis, according to which the product obtained is 1. Each Li ion is five‐coordinate and lies appreciably (ca. 0.94 Å) outside the plane of the crown ether. The experimentally found structural changes agree with those found for a model system by MNDO calculation. The Li ions in 1 are well saturated electronically but still accessible to reagents. (Figure Presented.)

AB - Deprotonation of diaza[12]crown‐4 with nBuLi results in dimerization. This is shown by the X‐ray structure analysis, according to which the product obtained is 1. Each Li ion is five‐coordinate and lies appreciably (ca. 0.94 Å) outside the plane of the crown ether. The experimentally found structural changes agree with those found for a model system by MNDO calculation. The Li ions in 1 are well saturated electronically but still accessible to reagents. (Figure Presented.)

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Aggregation of Aza Crown Ethers by Metalation: Synthesis and Crystal Structure of 1‐Lithio‐1,7‐diaza[12]crown‐4—The First Lithiated Crown Ether

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