Ohki Sato

One-pot synthesis of bromo-tetracyanoazulenequinodimethanes and conducting properties of their charge transfer complexes with tetrathiotetracene

Bromo-tetracyanoazulenequinodimethanes have been synthesized by the one-pot reaction of 1,3,5-tribromoazulene with tetracyanoethylene oxide. These electron acceptors formed corresponding charge transfer complexes with tetrathiotetracene, some of which were shown to have conducting ability.

Efficient Syntheses and the Nucleophilic Substitution of Dibromo- and Tribromo-azulenequinones: Differences in Reactivity between Five- and Seven-membered Ring Moieties

Efficient syntheses and the nucleophilic substitution of dibromoazulenequinones 5a and 5b and tribromoazulenequinones 6a and 6b were carried out: the five-membered ring portion of the molecule is proved to be more reactive than the seven-membered ring.

Preparation of some new bicyclic compounds of sulfur

Reductive cleavage of the disulfide bond of 2,3-di-tert-butyl-5,6,7-trithiabicyclo[2.2.1]hept-2-ene 7-exoxide with lithium triethylborohydride and treatment of the resulting dithiolate with N, N′-carbonyldiimidazole in situ furnished 6,7-di-tert-butyl-2,4,8-trithia-3-oxobicyclo[3.2.1]oct-6-ene 8-endoxide in 89% yield. Thioxo analog, 6,7-di-tert-butyl-2,4,8-trithia-3-thioxobicyclo[3.2.1]oct-6-ene 8-endoxide was also prepared by the reaction of dithiolate with N, N′-thiocarbonyldiimidazole in 79% yield.

Synthesis and Conducting Properties of TetracyanoazulenequinodimethaneTetrathiotetracene Complexes

Tetracyanoquinodimethane (TCNQ) and their derivatives have proved to be the most impotant π -acceptor molecules for organic conductors. We are interested in new nonbenzenoid TCNQ-type acceptors, and now synthesized tetracyanoazulenequinodimethanes (TCNAzQDMs: 1a,b and 2a,b), and have clarified conducting properties of their tetrathiotetracene (TTT) complexes, which are reported herein. Synthesis of the new acceptors was carried out by the reaction of 1,3,5-tribromoazulene (Br3-Az) with tetracyanoethylene oxide (TCNEO), affording

Synthesis of tropocryptands having heteroatoms in linker chains: A new class of macrobicyclic ligands derived by N-acylation and N-alkylation of tropocoronand

Tropocoronand (1) reacted with acyl chlorides on endocyclic secondary alkylamines to afford diacyl tropocoronands (2a - 2c). Double N-acylation of 1 with dioyl dichlorides (3a - 3d) yielded amide-bridged tropocryptands (4a - 4d). The similar reactions of 1 with ethylene glycol di-p-tosylate (5) or oligo(ethylene glycol) di-p-tosylate (8a - 8d) afforded the corresponding tropocryptands (6 or 9a - 9d).

Formation of Hydro-1,3-diazines by the Reaction of Benzo[b]cyclohepta[e][1,4]oxazine with α,γ-Diamines

Contrary to a report that the reaction of benzo[b]cyclohepta[e][1,4]oxazine 1 with α,γ-diamine 2b produces 1,2,3,4-tetrahydrocyclohepta[b][1,4]diazepine 4, the product was found to be 2-phenyl-3,4,5,6-tetrahydropyrimidine 5b and is peculiar to the reaction of 1 with α,γ-diamines 2 as well as β-aminamide 7.