Beilstein J. Org. Chem.2018,14, 1120–1180, doi:10.3762/bjoc.14.98
structure of 311 has also been confirmed by independent extensive experiments and NMR data [182][187]. The chloro-derivative 312 was synthesized from the addition of dichlorocarbene to 310 in the same manner [187]. The results indicated that the dihalocarbenes prefer the addition of the 3,4-double bond
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Graphical Abstract
Scheme 1:
Tropone (1), tropolone (2) and their resonance structures.
Beilstein J. Org. Chem.2014,10, 2897–2902, doi:10.3762/bjoc.10.307
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; Introduction
Self-assembled monolayers
including azide–alkyne cycloadditions [9][10], Diels–Alder reactions [11][12], maleimide–thiol reactions [13], thiol–ene additions [14], and imine/oxime conjugations [15]. In this article we demonstrate that dihalocarbenes can be used to generate dihalocyclopropanes on olefin terminated SAMs.
We recently
. Therefore dihalocyclopropanes emerged as an attractive controlled modification particularly as the precursor dihalocarbenes are relatively easily generated [20]. In this context we report dihalocyclopropanation of pre-assembled vinyl-terminated SAMs. Three dihalocarbene modifications were explored involving
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Graphical Abstract
Figure 1:
General strategies for incorporating functional groups (FGs) on the surface of self-assembled monol...