(THF) and toluene were dried
over a Na/K alloy and Na, respectively, and distilled before use.
CH2Cl2 was dried over CaH2 and used
without further purification. Cu(acac)2 (TCI; >97%),
Rh2(OAc)4 (AZmax; 99%), RuCl(cod)Cp* (Sigma-Aldrich),
Grubbs first catalyst (Sigma-Aldrich; 97%), 1-hexanol (TCI; >98.0%),
diisopropyl azodicarboxylate (Wako; >90%), triphenylphosphine (Nacalai;
>98.0%), MgCl2 (Nacalai; >97.0%), 1,8-diazabicyclo[5,4,0]-7-undecene
(DBU) (Nacalai; >97.0%), and 1-dodecanol (TCI; >99.0%) were
used as
received without further purification. Tosyl azide,27 4,4′-biphenylenediacetic acid,28 (link) 1,4-phenylenediacetic acid,28 (link),29 (link) and 2,2′-(9,9-dioctyl-9H-fluorene-2,7-diyl)diacetonitrile30 (link) were prepared following the procedures reported in the literatures.
Methyl 2-diazo-2-phenylacetate17 (link) was prepared
using tosyl azide as a diazo transfer agent following a reported general
procedure for this type of diazoketones. Caution! Extra care must
be taken for the preparation and handling of the diazoacetates because
of their potential explosiveness.