2,2,3,3,11,11,12,12-Octamethyl-1,4,7,10,13-pentaoxacyclohexadecane: improved synthesis and crystal structure with NaSCN

Fanny Loustau-Chartez; Rachel M. Robeson; Radu Custelcean; Richard A. Sachleben; Peter V. Bonnesen

doi:10.1016/j.tetlet.2009.03.221

2,2,3,3,11,11,12,12-Octamethyl-1,4,7,10,13-pentaoxacyclohexadecane: improved synthesis and crystal structure with NaSCN

Fanny Loustau-Chartez, Rachel M. Robeson, Radu Custelcean, Richard A. Sachleben, Peter V. Bonnesen

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

1 Scopus citations

Abstract

An efficient synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13-pentaoxacyclohexadecane (1, OM16C5) is described, which affords over an order of magnitude improvement in yield over the previously reported method. The first X-ray crystal structure of 1, as a complex with NaSCN, is also reported.

Original language	English
Pages (from-to)	2936-2938
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	24
DOIs	https://doi.org/10.1016/j.tetlet.2009.03.221
State	Published - Jun 17 2009

Funding

This research was sponsored by the Environmental Management Science Program, Offices of Science and Environmental Management, US Department of Energy, under contract DE-AC05-00OR22725 with Oak Ridge National Laboratory, managed and operated by UT-Battelle, LLC.

Keywords

16-Crown-5
Crown ether
Improved synthesis
Sodium

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10.1016/j.tetlet.2009.03.221

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title = "2,2,3,3,11,11,12,12-Octamethyl-1,4,7,10,13-pentaoxacyclohexadecane: improved synthesis and crystal structure with NaSCN",

abstract = "An efficient synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13-pentaoxacyclohexadecane (1, OM16C5) is described, which affords over an order of magnitude improvement in yield over the previously reported method. The first X-ray crystal structure of 1, as a complex with NaSCN, is also reported.",

keywords = "16-Crown-5, Crown ether, Improved synthesis, Sodium",

author = "Fanny Loustau-Chartez and Robeson, \{Rachel M.\} and Radu Custelcean and Sachleben, \{Richard A.\} and Bonnesen, \{Peter V.\}",

year = "2009",

month = jun,

day = "17",

doi = "10.1016/j.tetlet.2009.03.221",

language = "English",

volume = "50",

pages = "2936--2938",

journal = "Tetrahedron Letters",

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T1 - 2,2,3,3,11,11,12,12-Octamethyl-1,4,7,10,13-pentaoxacyclohexadecane

T2 - improved synthesis and crystal structure with NaSCN

AU - Loustau-Chartez, Fanny

AU - Robeson, Rachel M.

AU - Custelcean, Radu

AU - Sachleben, Richard A.

AU - Bonnesen, Peter V.

PY - 2009/6/17

Y1 - 2009/6/17

N2 - An efficient synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13-pentaoxacyclohexadecane (1, OM16C5) is described, which affords over an order of magnitude improvement in yield over the previously reported method. The first X-ray crystal structure of 1, as a complex with NaSCN, is also reported.

AB - An efficient synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13-pentaoxacyclohexadecane (1, OM16C5) is described, which affords over an order of magnitude improvement in yield over the previously reported method. The first X-ray crystal structure of 1, as a complex with NaSCN, is also reported.

KW - 16-Crown-5

KW - Crown ether

KW - Improved synthesis

KW - Sodium

UR - http://www.scopus.com/inward/record.url?scp=65249142796&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.03.221

DO - 10.1016/j.tetlet.2009.03.221

M3 - Article

AN - SCOPUS:65249142796

SN - 0040-4039

VL - 50

SP - 2936

EP - 2938

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 24

ER -

2,2,3,3,11,11,12,12-Octamethyl-1,4,7,10,13-pentaoxacyclohexadecane: improved synthesis and crystal structure with NaSCN

Abstract

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Keywords

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