《Oxidative Addition of C-X Bonds and H-H Activation Using PNNP-Iron Complexes》 was published in ChemistrySelect in 2020. These research results belong to Gautam, Monika; Yatabe, Takafumi; Tanaka, Shinji; Satou, Naoto; Takeshita, Tomohiro; Yamaguchi, Kazuya; Nakajima, Yumiko. Safety of (Bromomethyl)cyclopropane The article mentions the following:
Iron(0) complex bearing a phenanthroline-based meridional PNNP ligand [{Fe(PNNP)}2(μ-N2)] (1) (PNNP = 2,9-bis((diphenylphosphino)methyl)-1,10-phenanthroline) smoothly reacted with CH3I at ambient temperature to cleave C-I bond, resulting in the formation of the corresponding oxidative addition product, [Fe(CH3)(I)(PNNP)] (2). Complex 2 was fully identified by NMR and its structure was determined by a single crystal x-ray diffraction study. Mechanistic study using cyclopropylmethyl bromide as a radical clock supported a radical pathway for the C-I bond cleavage of CH3I. Complex 2 underwent deprotonation on treatment with NaOtBu to form 4, which possessed a dearomatized phenanthroline backbone. Complex 4 further reacted with H2 to cleave H-H bond. The reaction was mediated by metal-ligand cooperation process that involves re-aromatization of the phenanthroline backbone of the PNNP ligand. After reading the article, we found that the author used (Bromomethyl)cyclopropane(cas: 7051-34-5Safety of (Bromomethyl)cyclopropane)
(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Safety of (Bromomethyl)cyclopropane
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary