Synthesis of Alkenyl Ylide Complexes from Reactions of ReOCl2(OEt)(PPh3)2 with Alkynols
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https://figshare.com/articles/dataset/Synthesis_of_Alkenyl_Ylide_Complexes_from_Reactions_of_ReOCl_sub_2_sub_OEt_PPh_sub_3_sub_sub_2_sub_with_Alkynols/2476045
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Reactions of both terminal and internal alkynols with ReOCl2(OEt)(PPh3)2 (1) are described. Treatment of ReOCl2(OEt)(PPh3)2 (1) with HCCC6H4-2-CH2OH and HCCCH2CH2CH2OH produced the six-membered ylide complexes ReOCl2(C(CH(PPh3))-C6H4-CH2O)(PPh3) (2) and ReOCl2(C(CH(PPh3))CH2CH2CH2O)(PPh3) (3), respectvely, derived from addition of PPh3 to the terminal alkyne carbon. Similarly, phosphine addition to the terminal alkyne carbon occurred in the reactions of ReOCl2(OEt)(PPh3)2 (1) with HCCCH2CH(OH)Me and HCCCH2CH(OH)CH(OH)CH2CCH to give the five-membered ylide complexes ReOCl2(C(CH(PPh3))CH2CH2CHMeO)(PPh3) (5) and {ReOCl2(C(CH(PPh3)CH2CHO)(PPh3)}2 (6), respectively. Interestingly, related reactions of ReOCl2(OEt)(PPh3)2 with RCCCH2CH2OH (R = Me, Et, Ph) produced the six-membered ylide complexes ReOCl2(CRC(PPh3)CH2CH2O)(PPh3) (7, R = Me; 8, R = Et; 9, R = Ph), derived from addition of PPh3 to the alkyne carbon closer to the OH group.
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2016-02-20



