Optimised synthesis and characterisation of 1-adamantyltrimethylphosphonium iodide

Riad Mansour; Phillip Nejman; Laurence J. Taylor; Brian A. Chalmers; Fernando Rey; Abdelkader Bengueddach; J. Derek Woollins; Alexandra M. Z. Slawin; Petr Kilian

doi:10.1016/j.poly.2017.05.050

Optimised synthesis and characterisation of 1-adamantyltrimethylphosphonium iodide

Riad Mansour, Phillip Nejman, Laurence J. Taylor, Brian A. Chalmers, Fernando Rey, Abdelkader Bengueddach, J. Derek Woollins, Alexandra M. Z. Slawin, Petr Kilian

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

Abstract

A synthetic route to multigram quantities of 1-adamantyltrimethylphosphonium iodide is reported. The synthesis starts from the commercially available precursor 1-adamantyl bromide and was optimised with respect to yield and ease of purification. The title compound is of interest to zeolite chemists as a potent organic structure-directing agent. Full spectroscopic characterisation data of all isolated intermediates and single crystal X-ray diffraction data of AdP(O)Cl₂, [AdPMe₂H]I and [AdPMe₃]I (Ad = 1-adamantyl) are reported.

Original language	English
Pages (from-to)	302-306
Number of pages	5
Journal	Polyhedron
Volume	133
Early online date	1 Jun 2017
DOIs	https://doi.org/10.1016/j.poly.2017.05.050
Publication status	Published - 5 Sept 2017

Keywords

Organophosphorus
Phosphonium
Synthesis
Adamantyl group
Organic Structure-directing Agent

Access to Document

10.1016/j.poly.2017.05.050

Kilian_2017_Polyhedron_OptimisedSynthesis_AAM
© 2017 Elsevier Ltd. All rights reserved. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1016/j.poly.2017.05.050
Accepted author manuscript, 342 KBLicence: CC BY-NC-ND

Data underpinning - Optimised Synthesis and Characterisation of 1-Adamantyltrimethylphosphonium Iodide
Mansour, R. (Contributor), Nejman, P. (Contributor), Taylor, L. J. (Contributor), Chalmers, B. A. (Contributor), Rey, F. (Contributor), Bengueddach, A. (Contributor), Woollins, J. D. (Contributor), Slawin, A. M. Z. (Contributor) & Kilian, P. (Creator), University of St Andrews, 2 Jun 2017
DOI: 10.17630/5a2bcb63-8358-403e-8c33-b3b93d5f6ab9
Dataset

File

Cite this

@article{8ce1b1c8986f476f8dc17ad9ff360a94,

title = "Optimised synthesis and characterisation of 1-adamantyltrimethylphosphonium iodide",

abstract = "A synthetic route to multigram quantities of 1-adamantyltrimethylphosphonium iodide is reported. The synthesis starts from the commercially available precursor 1-adamantyl bromide and was optimised with respect to yield and ease of purification. The title compound is of interest to zeolite chemists as a potent organic structure-directing agent. Full spectroscopic characterisation data of all isolated intermediates and single crystal X-ray diffraction data of AdP(O)Cl2, [AdPMe2H]I and [AdPMe3]I (Ad = 1-adamantyl) are reported.",

keywords = "Organophosphorus, Phosphonium, Synthesis, Adamantyl group, Organic Structure-directing Agent",

author = "Riad Mansour and Phillip Nejman and Taylor, {Laurence J.} and Chalmers, {Brian A.} and Fernando Rey and Abdelkader Bengueddach and Woollins, {J. Derek} and Slawin, {Alexandra M. Z.} and Petr Kilian",

note = "This work was financially supported by the EPSRC (grant numbers EP/L505079/1 and EP/M506631/1) and COST action SM1302 SIPs. The authors thank the University of St Andrews NMR Service and the EPSRC UK National Mass Spectrometry Facility at Swansea University (NMSF).",

year = "2017",

month = sep,

day = "5",

doi = "10.1016/j.poly.2017.05.050",

language = "English",

volume = "133",

pages = "302--306",

journal = "Polyhedron",

issn = "0277-5387",

publisher = "Elsevier",

}

TY - JOUR

T1 - Optimised synthesis and characterisation of 1-adamantyltrimethylphosphonium iodide

AU - Mansour, Riad

AU - Nejman, Phillip

AU - Taylor, Laurence J.

AU - Chalmers, Brian A.

AU - Rey, Fernando

AU - Bengueddach, Abdelkader

AU - Woollins, J. Derek

AU - Slawin, Alexandra M. Z.

AU - Kilian, Petr

N1 - This work was financially supported by the EPSRC (grant numbers EP/L505079/1 and EP/M506631/1) and COST action SM1302 SIPs. The authors thank the University of St Andrews NMR Service and the EPSRC UK National Mass Spectrometry Facility at Swansea University (NMSF).

PY - 2017/9/5

Y1 - 2017/9/5

N2 - A synthetic route to multigram quantities of 1-adamantyltrimethylphosphonium iodide is reported. The synthesis starts from the commercially available precursor 1-adamantyl bromide and was optimised with respect to yield and ease of purification. The title compound is of interest to zeolite chemists as a potent organic structure-directing agent. Full spectroscopic characterisation data of all isolated intermediates and single crystal X-ray diffraction data of AdP(O)Cl2, [AdPMe2H]I and [AdPMe3]I (Ad = 1-adamantyl) are reported.

AB - A synthetic route to multigram quantities of 1-adamantyltrimethylphosphonium iodide is reported. The synthesis starts from the commercially available precursor 1-adamantyl bromide and was optimised with respect to yield and ease of purification. The title compound is of interest to zeolite chemists as a potent organic structure-directing agent. Full spectroscopic characterisation data of all isolated intermediates and single crystal X-ray diffraction data of AdP(O)Cl2, [AdPMe2H]I and [AdPMe3]I (Ad = 1-adamantyl) are reported.

KW - Organophosphorus

KW - Phosphonium

KW - Synthesis

KW - Adamantyl group

KW - Organic Structure-directing Agent

U2 - 10.1016/j.poly.2017.05.050

DO - 10.1016/j.poly.2017.05.050

M3 - Article

SN - 0277-5387

VL - 133

SP - 302

EP - 306

JO - Polyhedron

JF - Polyhedron

ER -

Optimised synthesis and characterisation of 1-adamantyltrimethylphosphonium iodide

Abstract

Keywords

Access to Document

Fingerprint

Datasets

Data underpinning - Optimised Synthesis and Characterisation of 1-Adamantyltrimethylphosphonium Iodide

Cite this