B. Synthetic procedures S2 B1. Synthesis of known compounds S2 B2. Synthesis of novel compounds S2 Fully deprotected Ni pyridyl porphyrin dimer NiP2 S2 Phenylacetylene Zn porphyrin tetramer PhC2-ZnP4 S3 Phenylacetylene Ni porphyrin tetramer PhC2-NiP4 S4 Phenylacetylene Ni porphyrin hexamer PhC2-NiP6 S5 Fully THS protected Zn porphyrin heptamer THS-ZnP7, octamer THS-ZnP8 and dodecamer THS-ZnP12 ...

The 1,2-hydroboration of various alkyn-1-yl(chloro)silanes (3 – 7), derived from 1-hexyne (a) and ethynylbenzene (b), using 9-borabicyclo[3.3.1]nonane, 9-BBN, affords selectively alkene derivatives in which the dialkylboryl and chlorosilyl groups are in geminal positions at the C=C bond. The molecular structure of (Z)-α-(9-borabicyclo[3.3.1]non-9-yl)-α-dichloro(phenyl)silyl-styrene (11b) was de...

The copper porphyrin (5,10,15,20-tetraundecylporphyrinato)copper(II) can be templated in a well-defined arrangement using p-(hexadecyloxycarbonyl)phenylacetylene as a command layer on graphite. The bicomponent system was characterized at the submolecular level at a solid/liquid interface by scanning tunneling microscopy (STM). It is proposed that the layer of copper porphyrins is templated on t...

Four different double-headed nucleosides each combining two thymine nucleobases with different linkers were synthesised. The 5-position of 2'-deoxyuridine was connected to the N1-position of a thymine through either m- or p-disubstituted phenyl or phenylacetylene linkers by the use of Suzuki or Sonogashira couplings. When introduced into oligonucleotides, the thermal stability of dsDNA and DNA ...

Multiple recognition by cyclodextrin in a bimolecular reaction, namely bromination of styrene, methyl cinnamate, phenylacetylene and allylbenzene, has been studied. Bromohydrin is obtained as a major product along with dibromide in the bromination of styrene and methyl cinnamate. The percentage of bromohydrin decreases as the cavity size increases. With phenylacetylene, bromophenylacetylene and...

The [3 + 2] cycloaddition reaction between carbonyl ylides generated from epoxides and alkynes (phenylacetylene, methyl propiolate, methyl but-2-ynoate and methyl 3-phenylpropiolate) to give substituted 2,5-dihydrofurans was investigated. The effect of indium(III) chloride on the outcome of the reaction was studied in the case of phenylacetylene and methyl propiolate. The thermal reaction betwe...

A series of regioisomers for dithiafulvenyl-substituted phenylacetylene derivatives was synthesized and characterized to show structure-dependent electronic properties and different reactivities in their oxidized states.

By a combination of kinetic and theoretical studies it is concluded that gold is intrinsically active to perform the Sonogashira coupling reaction between phenylacetylene and iodobenzene. The presence of Pd impurities is not mandatory for catalyst activity.

Double metal cyanides (DMCs) are highly active recyclable heterogeneous catalysts for hydroamination of phenylacetylene with 4-isopropylaniline. The best hydroamination yields are obtained with Zn-Co DMCs, especially if the particle size is decreased by a reverse emulsion synthesis technique.