Dilithiation of N,N′-diphenylthiourea, PhNHC(S)NHPh, in HMPA: the unexpected structure of the product, [PhNPh)SLi·2HMPA]2, and supporting ab initio MO calculations on model systems

D R ARMSTRONG, Robert Mulvey, D BARR, R SNAITH, D S WRIGHT, W CLEGG, S M HODGSON

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Ab initio calculations on mono- and di-lithiated derivatives of thiourea predict that Li atom(s) will bridge N and S centres, leading to lengthening of the bond and shortening of one or both of the bonds in thiourea. The synthesised complex of dilithiated diphenylthiourea, [PhNPh)SLi·2HMPA]2 (1) displays many of the structural features suggested by theory, having been shown by X-ray crystallography to contain monomeric units with SLi and N(μ2Li)N bonds, these monomers then being linked by N: → Li coordinations.
Original languageEnglish
Pages (from-to)C1-C4
Number of pages4
JournalJournal of Organometallic Chemistry
Volume362
Issue number1-2
DOIs
Publication statusPublished - 28 Feb 1989

Fingerprint

Hempa
Thiourea
Thioureas
thioureas
X ray crystallography
X Ray Crystallography
products
crystallography
monomers
Monomers
Derivatives
Atoms
atoms
x rays
diphenylthiourea

Keywords

  • dilithiation
  • crystal structures

Cite this

@article{2b451efebaed4661bc21503c8c5fb4d5,
title = "Dilithiation of N,N′-diphenylthiourea, PhNHC(S)NHPh, in HMPA: the unexpected structure of the product, [PhNPh)SLi·2HMPA]2, and supporting ab initio MO calculations on model systems",
abstract = "Ab initio calculations on mono- and di-lithiated derivatives of thiourea predict that Li atom(s) will bridge N and S centres, leading to lengthening of the bond and shortening of one or both of the bonds in thiourea. The synthesised complex of dilithiated diphenylthiourea, [PhNPh)SLi·2HMPA]2 (1) displays many of the structural features suggested by theory, having been shown by X-ray crystallography to contain monomeric units with SLi and N(μ2Li)N bonds, these monomers then being linked by N: → Li coordinations.",
keywords = "dilithiation, crystal structures",
author = "ARMSTRONG, {D R} and Robert Mulvey and D BARR and R SNAITH and WRIGHT, {D S} and W CLEGG and HODGSON, {S M}",
year = "1989",
month = "2",
day = "28",
doi = "10.1016/0022-328X(89)85298-2",
language = "English",
volume = "362",
pages = "C1--C4",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
number = "1-2",

}

Dilithiation of N,N′-diphenylthiourea, PhNHC(S)NHPh, in HMPA: the unexpected structure of the product, [PhNPh)SLi·2HMPA]2, and supporting ab initio MO calculations on model systems. / ARMSTRONG, D R ; Mulvey, Robert; BARR, D ; SNAITH, R ; WRIGHT, D S ; CLEGG, W ; HODGSON, S M .

In: Journal of Organometallic Chemistry, Vol. 362, No. 1-2, 28.02.1989, p. C1-C4.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Dilithiation of N,N′-diphenylthiourea, PhNHC(S)NHPh, in HMPA: the unexpected structure of the product, [PhNPh)SLi·2HMPA]2, and supporting ab initio MO calculations on model systems

AU - ARMSTRONG, D R

AU - Mulvey, Robert

AU - BARR, D

AU - SNAITH, R

AU - WRIGHT, D S

AU - CLEGG, W

AU - HODGSON, S M

PY - 1989/2/28

Y1 - 1989/2/28

N2 - Ab initio calculations on mono- and di-lithiated derivatives of thiourea predict that Li atom(s) will bridge N and S centres, leading to lengthening of the bond and shortening of one or both of the bonds in thiourea. The synthesised complex of dilithiated diphenylthiourea, [PhNPh)SLi·2HMPA]2 (1) displays many of the structural features suggested by theory, having been shown by X-ray crystallography to contain monomeric units with SLi and N(μ2Li)N bonds, these monomers then being linked by N: → Li coordinations.

AB - Ab initio calculations on mono- and di-lithiated derivatives of thiourea predict that Li atom(s) will bridge N and S centres, leading to lengthening of the bond and shortening of one or both of the bonds in thiourea. The synthesised complex of dilithiated diphenylthiourea, [PhNPh)SLi·2HMPA]2 (1) displays many of the structural features suggested by theory, having been shown by X-ray crystallography to contain monomeric units with SLi and N(μ2Li)N bonds, these monomers then being linked by N: → Li coordinations.

KW - dilithiation

KW - crystal structures

U2 - 10.1016/0022-328X(89)85298-2

DO - 10.1016/0022-328X(89)85298-2

M3 - Article

VL - 362

SP - C1-C4

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 1-2

ER -