Organic chemistry on surfaces: direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)

Malgorzata Adamkiewicz; David O'Hagan; Georg Hähner

doi:10.3762/bjoc.10.307

Organic chemistry on surfaces: direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)

Malgorzata Adamkiewicz, David O'Hagan, Georg Hähner

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

Abstract

C11-Vinyl-terminated self-assembled monolayers (SAMs) on silica surfaces are successfully modified in C–C bond forming reactions with dihalocarbenes to generate SAMs, terminated with dihalo- (fluoro, chloro, bromo) cyclopropane motifs with about 30% surface coverage.

Original language	English
Pages (from-to)	2897–2902
Number of pages	6
Journal	Beilstein Journal of Organic Chemistry
Volume	10
Early online date	5 Dec 2014
DOIs	https://doi.org/10.3762/bjoc.10.307
Publication status	Published - 5 Dec 2014

Keywords

difluoro-
dichloro-
dibromomethylenecyclopropanes
dihalocarbenes
Self-assembled monolayers
surface coating

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10.3762/bjoc.10.307

1860-5397-10-307
© 2014 Adamkiewicz et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
Final published version, 2.27 MB

Multivicinal fluorinated cyclohexanes: Multivicinal fluorinated cyclohexanes, a new structural motif in organic chemistry
O'Hagan, D. (PI)
EPSRC
31/07/10 → 1/08/10
Project: Standard

Cite this

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title = "Organic chemistry on surfaces: direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)",

abstract = "C11-Vinyl-terminated self-assembled monolayers (SAMs) on silica surfaces are successfully modified in C–C bond forming reactions with dihalocarbenes to generate SAMs, terminated with dihalo- (fluoro, chloro, bromo) cyclopropane motifs with about 30% surface coverage.",

keywords = "difluoro-, dichloro-, dibromomethylenecyclopropanes, dihalocarbenes, Self-assembled monolayers, surface coating",

author = "Malgorzata Adamkiewicz and David O'Hagan and Georg H{\"a}hner",

note = " We thank the Scottish Funding Council for a SPIRIT Studentship (MA) and DO'H thanks the ERC for an Advanced Investigator Grant. Some of the X-ray photoelectron spectra were obtained at the National EPSRC XPS User {\textquoteright}s Service (NEXUS) at Newcastle University, UK.",

year = "2014",

month = dec,

day = "5",

doi = "10.3762/bjoc.10.307",

language = "English",

volume = "10",

pages = "2897–2902",

journal = "Beilstein Journal of Organic Chemistry",

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publisher = "Beilstein-Institut Zur Forderung der Chemischen Wissenschaften",

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TY - JOUR

T1 - Organic chemistry on surfaces

T2 - direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)

AU - Adamkiewicz, Malgorzata

AU - O'Hagan, David

AU - Hähner, Georg

N1 - We thank the Scottish Funding Council for a SPIRIT Studentship (MA) and DO'H thanks the ERC for an Advanced Investigator Grant. Some of the X-ray photoelectron spectra were obtained at the National EPSRC XPS User ’s Service (NEXUS) at Newcastle University, UK.

PY - 2014/12/5

Y1 - 2014/12/5

N2 - C11-Vinyl-terminated self-assembled monolayers (SAMs) on silica surfaces are successfully modified in C–C bond forming reactions with dihalocarbenes to generate SAMs, terminated with dihalo- (fluoro, chloro, bromo) cyclopropane motifs with about 30% surface coverage.

AB - C11-Vinyl-terminated self-assembled monolayers (SAMs) on silica surfaces are successfully modified in C–C bond forming reactions with dihalocarbenes to generate SAMs, terminated with dihalo- (fluoro, chloro, bromo) cyclopropane motifs with about 30% surface coverage.

KW - difluoro-

KW - dichloro-

KW - dibromomethylenecyclopropanes

KW - dihalocarbenes

KW - Self-assembled monolayers

KW - surface coating

U2 - 10.3762/bjoc.10.307

DO - 10.3762/bjoc.10.307

M3 - Article

SN - 1860-5397

VL - 10

SP - 2897

EP - 2902

JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Organic chemistry on surfaces: direct cyclopropanation by dihalocarbene addition to vinyl terminated self-assembled monolayers (SAMs)

Abstract

Keywords

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Multivicinal fluorinated cyclohexanes: Multivicinal fluorinated cyclohexanes, a new structural motif in organic chemistry

Cite this