Concepedia

Synthesis and reactivity of an efficient 1,2-dehydrocarborane precursor, phenyl[o-(trimethylsilyl)carboranyl]iodonium acetate

Joonsang Jeon, Tsugio Kitamura, Byung‐Woo Yoo, Sang Ook Kang, Jaejung Ko

Chemical Communications · 2001 · 64 citations · 10 references

DOI

Concepts

Abstract

The reaction of [o-(trimethylsilyl)carboranyl]lithium with IPh(OAc)2 in diethyl ether affords an efficient 1,2-dehydro-o-carborane precursor 4: the facile 2 + 4 cycloaddition of 4 with dienes in the presence of the desilylating agent is reported.

References

10

A New and Efficient Hypervalent Iodine−Benzyne Precursor, (Phenyl)[<i>o</i>-(trimethylsilyl)phenyl]iodonium Triflate:  Generation, Trapping Reaction, and Nature of Benzyne

Tsugio Kitamura, Masakatsu Yamane, Kensuke Inoue et al. · Journal of the American Chemical Society · 1999 · 175 citations

, , +6

1,2-Dehydro-o-carborane

Henry L. Gingrich, Tirthankar Ghosh, Qiurong Huang et al. · Journal of the American Chemical Society · 1990 · 94 citations

, , +4

Reactions of 1,2-dehydro-o-carborane with dienes

Tirthankar Ghosh, Henry L. Gingrich, Carolyn K. Kam et al. · Journal of the American Chemical Society · 1991 · 75 citations

, , +5

Reactions of 1,2-Dehydro-<i>o</i>-carborane with Thiophenes. Cycloadditions and an Easy Synthesis of “Benzo-<i>o</i>-carboranes”<sup>1</sup>

Lisa Barnett-Thamattoor, Guo-xiu Zheng, Douglas M. Ho et al. · Inorganic Chemistry · 1996 · 63 citations

, , +11

Reaction of 1,2-dehydro-o-carborane with acetylenes. Ene reactions and cycloaddition to give an analog of benzocyclobutadiene

Rebecca Cunningham, Nanying Bian, Maitland Jones · Inorganic Chemistry · 1994 · 59 citations

, , +5